TWI714627B - Agent and method for reducing the e/z isomerization of dimethomorph - Google Patents

Abstract

A method of reducing the E/Z isomerization of dimethomorph is provided, the method comprising applying dimethomorph together with fosetyl-aluminium. There is also provided a method of reducing the instability of the fungicidal activity in the presence of light of dimethomorph, the method comprising contacting dimethomorph with fosteyl-aluminium. There is further provided a method of preventing or reducing fungal infestations of plants at a locus, the method comprising applying to the locus dimethomorph and fosetyl-aluminium. A composition comprises dimethomorph and fosetyl-aluminium.

Description

Medicament and method for reducing E/Z isomerization of damefene

The present invention provides a reagent for reducing the E/Z isomerization of damefene. The present invention further relates to a composition comprising the E and/or Z isomer of damefene and a conversion reagent. The present invention also relates to a method for reducing the E/Z isomerization of damefene.

Agrochemical active compounds such as pesticides are often exposed to the sun after being applied outdoors. In the case of some active compounds, this leads to a decrease in their pesticide activity.

( EZ )-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)propenyl]morpholine, commonly known as dalmetifene, is a known fungicide Agent. Dametifene can exist as E and Z isomers, as shown below.

However, only the Z isomer of damefene is essentially active as a fungicide. By light irradiation, isomerization of the Z isomer initially applied to the E isomer occurs.

It has been found that damefene loses its activity after light irradiation. More specifically, the effect of damefene irradiated with light is to convert the Z isomer into the E isomer, resulting in the loss of fungicidal activity.

Therefore, a technique is needed to increase the stability of dalmiphene when exposed to light. In particular, there is a need for a technique to reduce the isomerization of damefene after exposure to light, more particularly E/Z isomerization.

Unexpectedly, it has now been found that the E/Z isomerization of damefene after exposure to light can be reduced by the use of reagents (specifically, Forsaide). In particular, it has been found that the application of dalmetifene and foxide to the site to be treated (for example, by means of a composition comprising both dandelifene and foxide) significantly reduces the damefene after exposure to light. Isomerization, especially the conversion of Z isomer to E isomer. This, in turn, maintains the fungicidal activity of the active ingredient of dalmiphene.

Therefore, in the first aspect, the present invention provides a method for reducing the E/Z isomerization of damefene, the method comprising administering damefene together with Forsaide.

In a second aspect, the present invention provides a method for reducing the instability of the fungicidal activity of damefene in the presence of light, the method comprising contacting damefene with Forsaide.

In another aspect, the present invention provides a method for preventing or reducing fungal infestation of plants in a locus, the method comprising applying damefene and forsaide to the locus.

In another aspect, the present invention provides a composition comprising danweifen and fosaide.

In addition, the present invention provides the use of Fosaide to reduce the E/Z isomerization of damefene.

The E/Z isomerization of damefene should be understood to mean the double bond conversion from E isomer to Z isomer or from Z isomer to E isomer. It has been found that the presence of Fosaide significantly reduces the conversion of the Z isomer of damefene to the E isomer. In addition, it has been found that the E In the case of a mixture with Z isomer, the presence of Fosaide can increase the amount of Z isomer over time.

If the weight ratio of the Z isomer of damefene to the E isomer in the presence of Fosaide decreases more slowly than the change in the ratio in the absence of Fosaide, or the Z isomer and E isomer The weight ratio of the isomers remains the same or increases compared to the initial value, and the reduction of the E/Z isomerization of damefene can be realized.

In the present invention, damefene can be adopted or existed in the form of E isomer, Z isomer or a combination of these two isomers. The E and Z isomers can be present in the damefene component in any relative amounts. Based on the total amount of the E and Z isomers of damefene, the E or Z isomers of damefene may each be at least 5wt.%, preferably at least 10wt.%, more preferably at least 20wt.%, more preferably It is present in the composition in an amount of at least 30 wt.%, more preferably at least 40 wt.%, and particularly preferably at least 50 wt.%. These values relate to the amount of isomers of damefene present initially (ie when damefene is combined or contacted with forsaide).

In one aspect, the present invention provides a composition comprising danweifen and fosaide. Dametifene can be present in the composition in any suitable amount to provide the desired fungicidal activity. Dametifene may be present in the composition in an amount of at least 0.1 wt.%, more preferably at least 1 wt.%, more preferably at least 2 wt.%, more preferably at least 3 wt.%. Dametifene may be present in an amount up to 99 wt.%, preferably up to 90 wt.%, more preferably up to 80 wt.%, more preferably up to 75 wt.%. The amount of damefene can be 0.1wt.% to 99wt.% of the composition, preferably 1wt.% to 70wt.%, more preferably 1wt.% to 50wt.%, more preferably 1wt.% to 30wt. %, more preferably 1wt.% to 10wt.%. In one embodiment, damefene is present in the composition in an amount of 7 wt.% of the composition.

As discussed above, the presence of Fosaide reduces or prevents the conversion of the Z isomer of damefene to the E isomer, and can promote the conversion of the E isomer to the Z isomer. Without wishing to be bound by any specific theory, it is believed that Forsaide can produce E isomers that attack damefene The double bond and the group that allows the single bond to rotate. Forside can be used in pure form as an industrial-grade mixture.

As noted above, in one aspect of the present invention, there is provided a composition comprising dalmetifene and forsaide. In the composition of the present invention, Fosaide can be present in any suitable amount to maintain the desired fungicidal activity of the danamifen fungicide. Fosaide may be present in an amount of from 0.1 wt.%, preferably from 1 wt.%, more preferably from 5 wt.%, more preferably from 10 wt.%, more preferably from 20 wt.% of the composition. Fosaide may be present in an amount up to 99 wt.%, preferably up to 90 wt.%, more preferably up to 80 wt.%, more preferably up to 75 wt.%, more preferably up to 70 wt.%. Fosaide can be used in the composition at 0.1 wt.% to 99 wt.%, preferably 1 wt.% to 80 wt.%, more preferably 30 wt.% to 70 wt.%, more preferably 50 wt.% to 60 wt.% The amount exists.

As pointed out above, in the present invention, the effect of Fosaide is to reduce the conversion of the Z isomer of damefene to the E isomer and increase the conversion of the E isomer to the Z isomer. In the present invention, initially damefene can be used in the form of Z isomer, E isomer or a mixture of these two isomers. In the case where the Z isomer of damefene exists in the original damefene material, the role of Fosaide is to maintain the presence of the Z isomer. In the case that the E isomer of damefene is present in the original damefene material, the role of Fosaide is to convert the E isomer into the Z isomer, thereby maintaining or increasing the existing Z isomer The amount of body.

It is preferred to use damefene in a form that at least partially includes the Z isomer. In this way, from the beginning of use, damefene has fungicidal activity.

Preferably, the initial damefene material includes at least 10 wt.% of the Z isomer, more preferably at least 20 wt.%, more preferably at least 30 wt.%, more preferably at least 40 wt.%, particularly preferably at least 50 wt.%. The initial damefene material may include a higher amount of Z isomer, such as at least 60 wt.%, 70 wt.%, 80 wt.%, or 90 wt.%. The initial damefene material may consist essentially of Z isomers. Alternatively, the initial damefene material can be essentially composed of E Isomer composition, although this is not a preferred specific example.

Under the action of Fosaide, the amount of Z isomer generally changes, and more preferably increases. Preferably, the amount of Fosaide used is such that after contact with damefene, the Z isomer of damefene is present in an amount of at least 50wt.% of the damefene material, more preferably at least 60wt.%, It is more preferably an amount of at least 70 wt.%, more preferably an amount of at least 80 wt.%, and at least 85 wt.% and at least 90 wt.% are particularly preferred. The Z isomer with higher pesticide activity is preferably present in excess.

The present invention can use a composition comprising danweifen and fosaide. Alternatively, or in addition, the present invention may employ damefene and fosaide provided by separate compositions.

The composition used in the present invention can be formulated in any type conventional for agrochemical formulations, such as solutions, emulsions, suspensions, dusts, powders, pastes, and granules. The type of formulation depends on the specific intended use and should provide a fine and uniform distribution of the active ingredients Fosaide and Damiphen. Examples of suitable composition types are aqueous solution (SL), emulsion (EC), water-based emulsion (EW), microemulsion (ME), water suspension (SC), water dispersible oil suspension (OD), flowable Water suspension (FS), water dispersible granules (WG), water-soluble granules (SG), wettable powder (WP), water-soluble powder (SP), granules (GR), capsule granules (CG) , Fine granules (FG), large granules (GG), concentrated emulsion (SE), capsule suspension (CS) and microgranules (MG). The preferred types of formulations are water dispersible granules (WG) and water suspensions (SC).

As noted above, as an alternative to the composition of the present invention, Fosaide and Damiphen may be used separately, for example by applying separate formulations to a locus, or by combining (e.g., When preparing tank mixes). In this case, Fosaide and Damiphen may be used each in one of the above-mentioned formulation types.

These formulations may further include adjuvants conventional for plant protection compositions as known in the art. The choice of these adjuvants depends on the type of formulation and its expectations. use. Typical additives include extenders, carriers, solvents, surfactants, stabilizers, defoamers, antifreeze agents, preservatives, antioxidants, colorants, thickeners, solid adhesives, and inert fillers. Such adjuvants are known in the art and are commercially available. Their use in the formulation of the composition of the invention will be clear to those skilled in the art.

These compositions may further include one or more inert fillers. Such inert fillers are known in the art and are commercially available. Suitable fillers include, for example, natural ground minerals such as kaolin, alumina, talc, chalk, quartz, attapulgite, montmorillonite and diatomaceous earth; or synthetic ground minerals, such as highly dispersed silicic acid , Alumina, silicate and calcium phosphate and hydrogen phosphate. Suitable inert fillers for granules include, for example, crushed and classified natural minerals such as calcite, marble, pumice, sepiolite, and dolomite; or synthetic particles of inorganic and organic ground materials; and organic materials such as sawdust, Coconut husk, corn cob and tobacco stem particles.

These compositions optionally include one or more surfactants, preferably nonionic, cationic and/or anionic in nature; and a mixture of surfactants, which have good emulsifying, dispersing and wetting properties. The choice of surfactant depends on the type of formulation and the intended use. Suitable surfactants are known in the art and are commercially available.

Suitable anionic surfactants can be both so-called water-soluble soaps and water-soluble synthetic surface-active compounds. Soaps that can be used are alkali metal salts, alkaline earth metal salts or substituted or unsubstituted ammonium salts of higher fatty acids (C ₁₀ to C ₂₂ ), such as sodium or potassium salts of oleic acid or stearic acid or natural fatty acid mixtures. The surfactant can be an ionic or non-ionic emulsifier, dispersant or wetting agent. Examples that can be used are the salt of polyacrylic acid, the salt of ligninsulfonic acid, the salt of benzenesulfonic acid or naphthalenesulfonic acid, the condensation polymer of ethylene oxide and fatty alcohol or fatty acid or fatty amine, substituted phenol (especially Alkylphenols), sulfosuccinate salts, taurine derivatives (especially taurine alkyl esters) or polyethoxylated phenol or alcohol phosphate esters. The presence of at least one surfactant is usually required when the active compound and/or inert carrier and/or adjuvant/adjuvant are insoluble in water and the final application carrier of the composition is water.

The composition optionally further includes one or more polymer stabilizers. Suitable polymerization stabilizers that can be used in the present invention include, but are not limited to, polypropylene, polyisobutylene, polyisoprene, copolymers of monoolefins and dienes, polyacrylates, polystyrene, polyvinyl acetate, Polyurethane or polyamide. Suitable stabilizers are known in the art and are commercially available.

It is believed that the above-mentioned surfactants and polymerization stabilizers generally impart stability to the composition, thereby allowing the formulation, storage, transportation, and application of the composition.

Suitable defoamers include all substances that can normally be used for this purpose in agrochemical compositions. Suitable defoamers are known in the art and are commercially available. A particularly preferred defoamer is a mixture of polydimethylsiloxane and perfluoroalkylphosphonic acid, such as the silicone defoamer available from GE or Compton.

Suitable organic solvents are selected from all customary organic solvents which sufficiently dissolve the active compound used. Furthermore, suitable organic solvents for damefene and fosaide are known in the art. The following mentions may be preferred: N-methylpyrrolidone, N-octylpyrrolidone, cyclohexyl-1-pyrrolidone; or SOLVESSO ^™ 200, a mixture of paraffinic hydrocarbons, isoparaffinic hydrocarbons, cycloparaffinic hydrocarbons and aromatic hydrocarbons. Suitable solvents are commercially available.

Suitable preservatives include all substances that can be commonly used for this purpose in this type of agrochemical composition and are also well known in the art. Suitable examples may be mentioned include PREVENTOL ^® (from Bayer (Bayer AG)), and PROXEL ^® (from Bayer).

Suitable antioxidants include all substances that can be commonly used for this purpose in agrochemical compositions, as known in the art. Preferred is butylated hydroxytoluene.

Suitable thickeners include all substances that can normally be used for this purpose in agrochemical compositions. For example, xanthan gum, polyvinyl alcohol (PVOH), cellulose and its derivatives, clay hydrated silicate, magnesium aluminum silicate or their mixtures. Furthermore, such thickeners are known in the art and are commercially available.

The composition can be applied by methods known in the art. These methods include spraying, dusting, spreading, brushing, pouring, coating, spraying, dipping, soaking, injecting, and irrigation.

Fosaide can be contacted with damefene at any stage in the preparation and use process of the present invention. For example, the two components can be combined in a single composition. Alternatively, the two components can be applied separately and combined at the location. As another alternative, the two components can be brought into contact with each other immediately before use, for example as a tank mix.

In the present invention, the application (use) rate of Fosaide and Damiphen may vary, for example, according to the type of use, crop type, specific active compound used, and plant type, but the active compound in the combination should be used to provide It is desired to apply an effective amount for an effect (for example, disease or pest control). The application amount of the component for a given set of conditions can be easily determined by experimentation.

The suitable application rate for damefene and forsaide is in the range of 50 to 5000 g/ha. The preferred combined application rate for both damefene and forsaide is from 500 to 5000 g/ha.

In general, when using from 100 to 400 g/ha, for example, 210 g/ha for damefene and from 750 to 3000 g/ha for Fosaide, such as 1500 or 1800 g/ha, satisfactory results will be obtained .

The present invention can be used to prevent and/or treat diseases caused by a wide range of fungal pathogens, such as but not limited to: Cuban pseudo downy mildew (downy mildew); Phytophthora; in the Cucurbitaceae like melon, watermelon, Cuban pseudo-peronox on courgettes, pumpkins and cucumbers; on fruits such as apples, avocados, black raspberries, blackberries, blueberries, citrus, cranberries, grapes, vines, peaches, pineapples, raspberries, red raspberries , And on strawberries, Phytophthora, grape branch blight, Pseudomonas vascularis, blister spot (Pseudomonas syringae papules), Phytophthora root rot (Strawberry Phytophthora), Phytophthora root Phytophthora species), Red root heart disease (Strawberry Phytophthora), Phytophthora root rot (Phytophthora cinnamomi), Anthracnose fruit rot (Colletotrichum gloeosporioides), Phoma canker (Vaccinium vulgaris) Phytophthora vulgaris), neck rot (Phytophthora vulgaris), Heart rot (Phytophthora cinnamomea), Root rot (parasitic variant of Phytophthora tabaci), Downy mildew (Ponospora grape), Crown rot (Phytophthora glutinosa) ), root rot (Phytophthora species); Phytophthora root rot on ginseng; Pythium, Phytophthora, crown rot and root rot on ornamental plants (Phytophthora species), Phytophthora Root rot of mold ( Phytophthora cinnamomi ), Phytophthora aeruginosa (species of the genus Phytophthora, including sudden oak death ( Phytophthora ramorum ), Phytophthora drechsleri , Phytophthora tobacco and Phytophthora parasitica), Phytophthora parasitica) , Crown rot and stalk rot (Phytophthora species), downy mildew (Aureobasidium, Pseudodowny mildew, Downy mildew, and Monoaxial mold species), Downy mildew (dendritic downy mildew), Downy mildew (Pseudodownon humulus); Penicillium on tobacco (Tobacco downy mildew); Pythium on turf, leaf and base rot, anthracnose, dead point of bentgrass; chain grid on vegetables Spore leaf spot (Alternaria species), anthracnose (Anthracnose species, Potato anthracnose pathogen, Colletotrichum gloeosporioides, Colletotrichum gloeosporioides, peripheroids [sexual type], Bisporium lettuce ), Botrytis group rot (Botrytis cinerea), Downy mildew (Lettuce, Peronospora farinose f.sp. Spinaciae), Hyaloperonospora parasitica , Parasitized downy mildew ( Peronospora parasitica , Peronospora destructor , Peronospora destructor , Pseudoperonospora cubensis , Bremia lactucae , Peronospora species), Early blight ( Pseudoperonospora cubensis ) Spores), vine blight (melon vine blight), late blight (Phytophthora infestans), leaf blight ( Botrytis squamosal ), leaf spot (Andigona squamosal var. Andina ( Phoma a ndigena var.andina )), Phytophthora root rot (Phytophthora species, Phytophthora cryptotrichum ), Purple spot (Alternaria spp.), Septoria leaf spot (Septoria leaf spot) ), white rust ( Albugo occidentalis ), the vegetables such as Chinese cucumber, bitter melon, bitter gourd, Belgian chicory, Chinese cabbage, long calyx leaf vegetable, broccoli, cabbage, cabbage, cabbage ( Chinese (napa)), cabbage (Chinese mustard), Roman melon, cauliflower, Cavallo broccoli, Chinese winter melon, citron watermelon, gourd, edible gourd, eggplant, garlic, garlic (large head), small cucumber, ground Cherry, kohlrabi, leek, lettuce, melon, onion, onion (dried ball), onion (green), onion (Welch), tomato melon, pepper, potato, rutabaga, spring onion, spinach, zucchini , Green tomatoes, tomatoes, and butternut squash.

In addition, the present invention finds the use of preventing and/or treating diseases caused by fungal pathogens such as but not limited to: grape downy mildew (downy mildew) on fruits such as grapes; vegetables such as tomatoes, eggplants, and peppers Phytophthora infestans (late blight); and Cucumber downy mildew (downy mildew) on cucurbitaceae such as melon, watermelon, courgette, pumpkin and cucumber.

The invention has a series of advantages. First, the isomerization rate of damefene from Z to E is significantly reduced. As a result, the applied damefene material remains active in the sun for longer. Another result is that the application rate of damefene can be reduced.

Damiphene and Fosaide can be applied to these plants, plant parts and/or surroundings that are desired to be controlled simultaneously or continuously at short intervals, for example on the same day. Damiphene and Fosaide can be applied to the plant, one or more parts thereof (eg, leaves or seeds), or surroundings in any order. Each compound can be administered only once or multiple times. Preferably, Damiphene and Fersa Each has to be applied multiple times, especially 1 to 5 times, more preferably 2 times.

Dalmefene and Fosaide can be administered in any desired order, in any combination, consecutively or simultaneously. In the event of simultaneous administration of damefene and fosaide in the present invention, they can be administered as a composition comprising damefene and fosaide, in which case damefene and fosaide can each be obtained from separate The formulation is sourced and mixed together (referred to as tank mix, ready-to-use, spray liquid, or slurry), optionally with other pesticides; or damefene and forsaide can be provided as a single source of formulation mixture ( Known as premixes, concentrates, formulated compounds (or products)), and optionally mixed with other pesticides.

The composition of the present invention can be distinguished by the fact that plants are particularly well tolerated and environmentally friendly.

The present invention will be further described by the following specific examples, which are presented for illustrative purposes only.

In the following examples, the percentages indicated are by weight unless otherwise stated.

Instance Example 1-Preparation of composition

The following composition was prepared. Compositions 8 and 9 were prepared for comparison purposes and are not examples of the present invention.

Composition 1: WDG 10% Forsaide

A water dispersible granule (WDG) formulation was prepared to have the following composition: 7% dalmetifene; 10% forsaide; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% lignin sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate ; 1% defoamer; 25% sucrose and 37% lactose.

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Composition 2: WDG 20% Forsaide

A water dispersible granule (WDG) formulation was prepared to have the following composition: 7% damefene; 20% forsaide; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% wood Quality sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate; 1% defoamer; 20% sucrose and 32% lactose.

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Composition 3: WDG 30% Forsaide

A water dispersible granule (WDG) formulation was prepared to have the following composition: 7% damefene; 30% Forsaide; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% wood Quality sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate; 1% defoamer; 17% sucrose and 25% lactose.

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Composition 4: WDG 50% Forsaide

A water dispersible granule (WDG) formulation was prepared to have the following composition: 7% damefene; 50% forsaide; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% wood Quality sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate; 1% defoamer; 9% sucrose and 13% lactose.

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Composition 5: WDG 60% Forsaide

A water dispersible granule (WDG) formulation was prepared to have the following composition: 7% damefene; 60% forsaide; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% wood Quality sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate; 1% defoamer; 6% sucrose and 16% lactose.

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Composition 6: WDG 70% Forsaide

A water-dispersible granule (WDG) formulation was prepared to have the following composition: 7% damefene; 70% forsaide; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% wood Quality sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate; 1% defoamer; 1% sucrose and 1% lactose.

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Composition 7: SC 50% Fosaide

The aqueous suspension (SC) formulation was prepared to have the following composition: 7% dalmetifene; 50% Forsaide; 10% propylene glycol; 5% tristyryl polyoxyether; 1% sodium lignosulfonate; 1 % Carboxymethyl cellulose; 1% silicone oil (in the form of a 75% emulsion in water); water (balance to 1L).

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Composition 8: WDG 0% Forsaide

A water-dispersible granule (WDG) formulation was prepared to have the following composition: 7% damefene; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% wood Sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate; 1% defoamer; 30% sucrose and 42% lactose.

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Composition 9: SC 0% Fosaide

The aqueous suspension (SC) formulation was prepared to have the following composition: 7% danweifen; 10% propylene glycol; 5% tristyryl polyoxyether; 1% sodium lignosulfonate; 1% carboxymethyl cellulose ; 1% silicone oil (in the form of 75% emulsion in water); water (balance to 1L).

For example, damefene used to form the composition includes a mixture of E and Z isomers.

Example 2-Analysis of Irradiation and Isomerization of Damiphen

The effect of light irradiation on the composition of Example 1 was tested as follows: The compositions prepared in Example 1 were each diluted with water. Three samples of 20 mg of the resulting dilution were taken and dropped onto a glass plate and left to dry at room temperature. Then three dried samples were irradiated with UV etc. for 0, 25 and 100 minutes. After irradiation, the sample was washed from the glass plate with 4 mL of dimethylsulfoxide (DMSO) by applying ultrasonic sound. The sample was separated into the E and Z isomers of damefene by HPLC. The amount of E and Z isomers of damefene was measured by the peak area, and the percentage of the Z isomer of damefene present was determined for each sample. The results are shown in Table 1 below.

As can be seen from the information presented in Table 1, the presence of Fosaide in the composition reduces the conversion of the Z isomer of damefene to the E isomer, and causes the amount of Z isomer to vary Experiment time increased.

Example 3 Field trials on grape vines (Ponospora grape)

The young grape vine plants were sprayed with a conidia suspension of Pseudoperonospora grape and incubated at 20°C and 100% relative atmospheric humidity for 48 hours.

The compositions indicated below were prepared and then each diluted with water and sprayed on the plants.

Composition A:

7% Damenfen (Z isomer); 50% Forsaide; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% lignin sulfonic acid, sodium salt, sulfomethylation 8% ammonium sulfate; 1% defoamer; 9% sucrose and 13% lactose.

Composition B:

7% dalmetifene (Z isomer); 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% lignin sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate ; 1% defoamer; 30% sucrose and 42% lactose.

Composition C:

50% Fosaide; 5% sodium lauryl sulfate; 5% fatty alcohol polyglycol ether; 2% lignin sulfonic acid, sodium salt, sulfomethylated; 8% ammonium sulfate; 1% defoamer ; 30% sucrose and 42% lactose.

Compositions B and C are for comparison purposes only and are not specific examples of the present invention.

A control composition prepared according to composition A was also prepared, but it did not contain damefene and fosaide), which was used for comparison purposes again.

One group of plants is stored in the dark, and the other group of plants is stored in daylight. The two groups of plants were kept in a greenhouse at 15°C and 80% relative atmospheric humidity for 7 days.

After that, check the severity of the fungal infestation of the plants. The severity was determined as the percentage of plants exhibiting visual fungal infestation. The results are listed in Table 2 below.

As can be seen from the data in Table 2 above, when the treated plants were irradiated with sunlight, compositions B and C and the control exhibited significantly reduced fungicidal effects. In contrast, the presence of both damefene and forsaide in composition A provides a high degree of fungicidal activity in both dark conditions and when exposed to sunlight.

Claims (28)

A method for reducing the conversion of the Z isomer of damefene (dimethomorph) to the E isomer of imiphen and/or promoting the conversion of the E isomer of damefene to the Z isomer of imiphen, the method Including the administration of damefene together with fosetyl-aluminium. The method according to claim 1, wherein the damefene is in the form of E isomer, Z isomer or a combination of E isomer and Z isomer. The method according to claim 1 or 2, wherein the damefene comprises the E isomer or the Z isoform in an amount of at least 5% by weight or at least 10% by weight or at least 40% by weight of the total amount of damefene present. Construct. The method according to claim 1 or 2, wherein damefene initially comprises at least 10% by weight or at least 30% by weight of the Z isomer. The method according to claim 1 or 2, wherein the method employs a composition comprising damefene and forsaide. The method according to claim 1 or 2, wherein damefene and fosaide are separately applied to the site to be treated. A method for reducing the instability of the fungicidal activity of damefene in the presence of light, the method comprising contacting damefene with Forsaide. The method according to claim 7, wherein damefene is in the form of E isomer, Z isomer or a combination of E isomer and Z isomer. The method according to claim 7 or 8, wherein the damefene comprises the E isomer or the Z isoform in an amount of at least 5% by weight or at least 10% by weight or at least 40% by weight of the total amount of damefene present. Construct. The method according to claim 7 or 8, wherein damefene initially comprises at least 10% by weight or at least 30% by weight of the Z isomer. The method according to claim 7 or 8, wherein the method employs a composition comprising damefene and forsaide. The method according to claim 7 or 8, wherein damefene and fosaide are separately applied to the site to be treated. A method for preventing or reducing fungal infestation of plants in a locus, the method comprising applying to the locus damefene and fosaide, whereby Fosaide reduces the Z isomer of damefene to the E isomer of methamine And/or promote the conversion of the E isomer of damefene to the Z isomer of damefene. The method according to claim 13, wherein damefene is in the form of E isomer, Z isomer, or a combination of E isomer and Z isomer. The method according to claim 13 or 14, wherein the damefene includes the presence of damefene E isomer or Z isomer in an amount of at least 5% by weight or at least 10% by weight or at least 40% by weight of the total amount. The method according to claim 13 or 14, wherein damefene initially comprises at least 10% by weight or at least 30% by weight of the Z isomer. The method according to claim 13 or 14, wherein the method uses a composition comprising danweifen and forsaide. The method according to claim 13 or 14, wherein damefene and fosaide are separately applied to the site to be treated. The method according to claim 13 or 14, wherein damefene is applied to the site at a rate of 100 g/ha to 400 g/ha or 750 g/ha to 1000 g/ha. According to the method described in claim 13 or 14, it is applied when treating or preventing the following infections: Plasmopara viticola (downy mildew) on fruits; Phytophthora infestans (late) on vegetables Blight); or cucumber downy mildew ( Pseudoperonospora cubensis ) (downy mildew) on the Cucurbitaceae. A composition comprising damefene and foxide, wherein damefene initially contains at least 60% by weight of the Z isomer; whereby foxide reduces the Z isomer of damefene to reach the The conversion of the E isomer and/or promote the conversion of the E isomer of damefene to the Z isomer of damefene. The composition according to claim 21, wherein damefene is present in the composition in an amount of at least 1% by weight or at least 3% by weight. The composition according to any one of claims 21 to 22, wherein damefene is present in the composition in an amount of at most 90% by weight or at most 75% by weight. The composition according to any one of claims 21 to 22, wherein Fersa is present in the composition in an amount of at least 1% by weight or at least 10% by weight. The composition according to any one of claims 21 to 22, wherein Fersa is present in the composition in an amount of at most 90% by weight or at most 75% by weight. The composition according to any one of claims 21 to 22, wherein damefene is in the form of E isomer, Z isomer or a combination of E isomer and Z isomer. The composition according to any one of claims 21 to 22, wherein the damefene includes the E isomer in an amount of at least 5% by weight or at least 10% by weight of the total amount of damefene present. A use of Fosaide for reducing the conversion of the Z isomer of damefene to the E isomer of damefene and/or promoting the conversion of the E isomer of damefene to the Z isomer of damefene.