EP2763534A1 - Novel pyrimethanil formulations and uses thereof in the treatment of crops - Google Patents

Novel pyrimethanil formulations and uses thereof in the treatment of crops

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Publication number
EP2763534A1
EP2763534A1 EP11788546.7A EP11788546A EP2763534A1 EP 2763534 A1 EP2763534 A1 EP 2763534A1 EP 11788546 A EP11788546 A EP 11788546A EP 2763534 A1 EP2763534 A1 EP 2763534A1
Authority
EP
European Patent Office
Prior art keywords
pyrimethanil
solution
water
weight
emulsion
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP11788546.7A
Other languages
German (de)
French (fr)
Inventor
Alberto Sardo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Xeda International SA
Original Assignee
Xeda International SA
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Filing date
Publication date
Application filed by Xeda International SA filed Critical Xeda International SA
Publication of EP2763534A1 publication Critical patent/EP2763534A1/en
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23B—PRESERVING, e.g. BY CANNING, MEAT, FISH, EGGS, FRUIT, VEGETABLES, EDIBLE SEEDS; CHEMICAL RIPENING OF FRUIT OR VEGETABLES; THE PRESERVED, RIPENED, OR CANNED PRODUCTS
    • A23B7/00—Preservation or chemical ripening of fruit or vegetables
    • A23B7/14—Preserving or ripening with chemicals not covered by groups A23B7/08 or A23B7/10
    • A23B7/153—Preserving or ripening with chemicals not covered by groups A23B7/08 or A23B7/10 in the form of liquids or solids
    • A23B7/154—Organic compounds; Microorganisms; Enzymes
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3472—Compounds of undetermined constitution obtained from animals or plants
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3481—Organic compounds containing oxygen
    • A23L3/349—Organic compounds containing oxygen with singly-bound oxygen
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3481—Organic compounds containing oxygen
    • A23L3/3499—Organic compounds containing oxygen with doubly-bound oxygen
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3544—Organic compounds containing hetero rings

Definitions

  • Pyrimethanil or 2-anilino-4,6-dimethylpyrimidine (CAS 531 12-28-0) is a broad-spectrum fungicide, often used for crops such as seeds. In particular, it inhibits the biosynthesis of methionine, thus affecting protein formation and subsequent cell division. Pyrimethanil, however, has a high vapor pressure, which limits its use.
  • Commercial formulations of pyrimethanil (Scala®) sold by BASF contain about 37% by weight of pyrimethanil and 4% of sodium salts of sulfomethylated lignosulfonic acid in the form of concentrated suspensions. The suspensions thus formed have particles having a size of between 5 and 50 microns which is, however, too high to ensure satisfactory coating of fruits and vegetables or seeds, and makes the commercial suspensions of pyrimethanil unsuitable for thermal fogging or spraying application. .
  • US Pat. No. 6,030,977 proposed formulations of pyrimethanil with long chain fatty acids, thus making it possible to reduce the vapor pressure of pyrimethanil, thus leading to a better persistence of the active ingredient on the crops and also reducing the residues of the pyrimethanil. fungicide in the atmosphere.
  • the present invention relates to a solution of pyrimethanil characterized in that it contains pyrimethanil and one or more essential oils and / or the active agent (s) terpene (s) which 'they contain.
  • the solutions according to the invention may comprise one or more emulsifier (s).
  • the present invention relates to a pyrimethanil emulsion characterized in that it contains pyrimethanil, one or more essential oils and / or the active agent (s) terpenic (s) it (s) contains, in emulsion in water.
  • the emulsion according to the invention may comprise the solution according to the invention, emulsified in water.
  • the emulsion according to the invention, ready for use, can therefore be prepared from the solution according to the invention, concentrated.
  • said emulsions comprise from 0.0025% to 2% by weight of pyrimethanil, from 0.005% to 4.75% by weight of one or more essential oils and / or the terpene active agent (s) (s) ( (s) contain (s) and 93.25% to 99.9925% by weight of water.
  • the formulations according to the invention comprise solutions, as well as emulsions in water.
  • the emulsions may comprise said solutions, mixed in water.
  • essential oil is understood to mean any odorous product, generally of complex composition, obtained from a vegetable raw material, either by entrainment by steam, or by dry distillation, or by a suitable mechanical process without heating.
  • the essential oils are most often separated from the aqueous phase by a physical process that does not entail a significant change in their composition. Their preparation is carried out according to methods known to those skilled in the art.
  • essential oils mention may be made of clove oil or mint oil; as terpene active agents contained in said essential oils include eugenol, isoeugenol, carvone.
  • solutions according to the invention have the advantage of perfectly solubilizing pyrimethanil, thus making it possible to obtain, by mixing with water, an easy emulsion, and thus a very homogeneous crop coating, and consequently a better exposure to active ingredient thus allowing application at lower doses, and lower residues.
  • the formulations according to the invention may further comprise one or more optional solvents such as monopropyleneglycol, dipropyleneglycol, di-isobutylketone, etc.
  • the formulations according to the invention may also comprise one or more ionic and nonionic emulsifying agents, such as nonionic surfactants of the ethoxylated fatty acid type, ethoxylated fatty alcohol, tween 80, etc. These emulsifiers are known per se.
  • the term "emulsifier” any type of agent usually used for this purpose, such as ethoxylated fatty alcohols, ethoxylated fatty acids, ethoxylated alkylphenols or any other nonionic product.
  • the emulsifiers preferably used in the context of the invention are anionic or nonionic surfactants.
  • nonionic surfactants that may be used according to the invention are, in particular, the condensation product of an aliphatic fatty alcohol, preferably a C 8 -C 22 alcohol, with a C 2 -C 3 alkylene oxide.
  • the C 2 -C 3 alkylene oxide may be ethylene oxide, propylene oxide, or a mixture of ethylene oxide and propylene oxide in any proportions.
  • An example of such surfactants is the condensation product of lauryl alcohol (or n-dodecyclic alcohol) with 30 moles of ethylene oxide.
  • Nonionic emulsifiers include sucroesters, ethoxylated monoleate sorbitans, ethoxylated fatty acids, lecithin, esterified fatty acids such as glycerol oleate and mixtures thereof.
  • the invention is however not limited to the use of these particular emulsifiers.
  • solutions according to the invention may furthermore comprise from 0 to 85% by weight of one or more wetting agents and / or solvents such as mono or dipropylene glycol.
  • the solutions according to the invention may thus be suitable for direct application to crops, especially in the fruit storage rooms such as apples, tubers, such as potatoes or grain silos, seeds, cereals and cereals. oilseeds.
  • the solutions according to the invention may be diluted by emulsion in water.
  • the solutions according to the invention comprise, in addition to the pyrimethanil and said essential oils and / or terpene active agents, which contain one or more emulsifiers, such as nonionic and ionic emulsifiers such as defined above.
  • the said nonionic emulsifier (s) are present at a level of 30 to 80% by weight.
  • Said solution is then called an emulsifiable formulation in water (EC). This can be advantageously used in the orchard or post-harvest, after dilution in water.
  • the EC formulation is generally diluted to 0.05 to 5% in water, preferably between 0.1 and 1%, especially about 0.25% in the case of an EC formulation with about 20% pyrimethanil.
  • the concentration of pyrimethanil in said emulsion is between 100 and 5000 g / m 3 .
  • the emulsions according to the invention may be prepared by mixing an emulsifiable solution or formulation according to the invention in water, or by direct mixing of each of their constituents.
  • the present invention also relates to a kit comprising pyrimethanil, one or more essential oils and / or the active terpene agent (s) it (s) contain (s) for simultaneous application.
  • Said kit may optionally include:
  • the kit is suitable for the treatment method according to the invention.
  • the formulations according to the invention are suitable for the fungicidal treatment of crops. Said treatment is particularly advantageous in that, in addition to the solubilizing effect of the essential oils or terpenic active agents that it contains, the said oils and / or active agents also have a specific fungicidal effect.
  • the formulations according to the invention therefore make it possible to increase the fungicidal effect, while improving the quality of coating and thus potentiate the fungicidal activity of pyrimethanil.
  • slaughtering fruits and vegetables in the orchard, including in greenhouses, or in post-harvest, dried fruits, pulses, cereals, oilseeds, and more particularly apples, bulbs and tubers and cereals.
  • the present invention therefore also relates to the fungicidal treatment of crops by application of a formulation according to the invention described above.
  • the treatment can be carried out by application by thermal fogging, spraying and / or immersion.
  • Thermal fogging is preferably used for the application of emulsifiable solution or formulation in post-harvest or greenhouse.
  • the emulsifiable solution or formulation is generally applied at a temperature of between 150 ° and 250 ° C. This technique is known per se and is described in FR 98 015305 and FR 99 04534.
  • Thermal fogging is a process of applying an extremely fine mist (the droplets of which have a size of the order of a micrometer), which is produced by injecting a liquid into a stream of hot air, which serves as a vehicle for said treatment composition.
  • the mist thus produced allows a homogeneous application.
  • Fogging may advantageously be implemented by use of a thermal fogging device, as described in FR 87 04 960 and sold under the name Electrofog Xeda ®.
  • This electric thermal fogging machine consists of a high pressure fan, an electrical resistance and a positive displacement pump ensuring a strict regularity of the characteristics of the fog produced and a very gradual introduction of the treatment composition into the storage chamber.
  • the conditions making it possible to obtain a droplet size of 0.5 to 10 microns, in particular of the order of one micron, characteristic of a thermal fogging mist comprise the heating of the air at a temperature of 400.degree. ° at 650 ° C before the injection of the liquid.
  • the temperature of the mist at the outlet of the thermal fogging device is advantageously chosen from 1 10 ° to 300 ° C, preferably between 150 ° and 260 ⁇ C, for example between 170 ° and 250 ° C. This variant is more precisely described in application FR 94 15 329.
  • the thermal fogging is particularly suitable for the application of the solution or emulsifiable formulation. It is also suitable for the most volatile oils and active ingredients, such as mint oil for example.
  • the application by dispersion or immersion is generally carried out by means of the emulsion according to the invention.
  • This application is particularly suitable for application in orchard or post harvest. It is also particularly suitable for the application of clove oil.
  • the treatment method according to the invention is particularly suitable for the application of pyrimethanil at doses of between 2 and 20 g / ton of fruit, in particular about 0.05% or 500 ppm.
  • the treatment according to the invention makes it possible, unexpectedly, to broaden the spectrum of fungicidal activity of pyrimethanil.
  • the process according to the invention makes it possible to treat certain fungi against which the pyrimethanil is little or not active.
  • Example 1 formulation for direct application
  • An emulsifiable formulation comprising:
  • Mint oil 30% by weight
  • Example 2 emulsifiable formulation in water (EC)
  • An emulsifiable formulation comprising:
  • Nonionic emulsifying mixture 65% by weight
  • Example 1 The formulation of Example 1 is applied in a fruit storage chamber, with a dose of 50 g of the formulation of Example 1, that is to say 8 g of pyrimethanil per ton of fruit.
  • thermoelectric machine Electrofog at an outlet temperature of ⁇ ⁇ ' ⁇ .
  • the resulting solution gives rise to a mist of fine particles suitable for a coating of good quality.
  • Example 4 The formulation according to Example 2 is diluted in water at:
  • Example 2 2.5 kg of the formulation of Example 2 in one m 3 of water, ie 500 g of pyrimethanil per m 3 of water, for an application in the orchard, or 250 g of the formulation of Example 2 in one m 3 of water, ie 50 g of pyrimethanil per m 3 of water, for post-harvest application.
  • the emulsions thus obtained are applied to fruit by showering or immersion of the crates or by spraying on a scrubber in the case of fruit in crates.
  • the fungicidal activity is highlighted as follows:.
  • batch 3 oranges treated with 250 g of the formulation of Example 2 diluted in one hectolitre of water.
  • Lot 3 shows a 50% decrease in the geotrichum candidum fungus while Lot 2 shows the same level of geotrichum candidum as the control lot.
  • Navel Oranges were harvested on 18/01/201 1 and inoculated the following day with strains of penicillium digitatum:
  • Bioxeda 180g / L eugenol 1000 PESIN 0 50 56 88 g / h C PESINC % of fruits with presence of spores
  • PESEV % fruit area covered by spores
  • the objective of the study is to determine the effectiveness of the combinations of the invention against the phyto-pathogenic fungus Monilinia fructicola, compared to pyrimethanil alone.
  • the samples were added to the artificial medium and mixed gently before solidification of the agar solution.
  • Monilinia fructicola mushrooms are present on 100% of untreated petri dishes.
  • Clove oil in combination with pyrimethanil provides complete control of fungi at all tested doses.
  • Pyrimethanil is only 45% effective, while the combination of clove oil and pyrimethanil allows almost total control at the doses tested.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Food Science & Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • Nutrition Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • General Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • Botany (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The present invention relates to essential oil and pyrimethanil solutions and emulsions and to the uses thereof in the fungicidal treatment of harvested crops.

Description

Nouvelles formulations de pyriméthanil et leurs utilisations dans le traitement des cultures  New pyrimethanil formulations and their uses in crop processing
Le pyriméthanil ou 2-anilino-4,6-diméthylpyrimidine (CAS 531 12-28-0) est un fongicide à large spectre, souvent utilisé pour les cultures et notamment les graines. Il inhibe notamment la biosynthèse de la méthionine, affectant ainsi la formation des protéines et la division cellulaire ultérieure. Le pyriméthanil a cependant une tension de vapeur élevée, qui en limite son utilisation. Les formulations commerciales de pyriméthanil (Scala®) commercialisées par BASF contiennent environ 37% en poids de pyriméthanil et 4% de sels de sodium d'acide lignosulfonique, sulfométhylé, sous forme de suspensions concentrées. Les suspensions ainsi formées présentent des particules ayant une taille comprise entre 5 et 50 microns qui est cependant trop élevée pour assurer un enrobage satisfaisant des fruits et légumes ou graines, et qui rend les suspensions commerciales de pyriméthanil peu adaptées à une application par thermonébulisation ou aspersion. Pyrimethanil or 2-anilino-4,6-dimethylpyrimidine (CAS 531 12-28-0) is a broad-spectrum fungicide, often used for crops such as seeds. In particular, it inhibits the biosynthesis of methionine, thus affecting protein formation and subsequent cell division. Pyrimethanil, however, has a high vapor pressure, which limits its use. Commercial formulations of pyrimethanil (Scala®) sold by BASF contain about 37% by weight of pyrimethanil and 4% of sodium salts of sulfomethylated lignosulfonic acid in the form of concentrated suspensions. The suspensions thus formed have particles having a size of between 5 and 50 microns which is, however, too high to ensure satisfactory coating of fruits and vegetables or seeds, and makes the commercial suspensions of pyrimethanil unsuitable for thermal fogging or spraying application. .
Par ailleurs, US-6,030,977 a proposé des formulations de pyriméthanil avec des acides gras à longue chaîne, permettant ainsi de diminuer la pression de vapeur du pyriméthanil conduisant ainsi à une meilleure persistance de la matière active sur les récoltes et réduisant par ailleurs les résidus du fongicide dans l'atmosphère.  Furthermore, US Pat. No. 6,030,977 proposed formulations of pyrimethanil with long chain fatty acids, thus making it possible to reduce the vapor pressure of pyrimethanil, thus leading to a better persistence of the active ingredient on the crops and also reducing the residues of the pyrimethanil. fungicide in the atmosphere.
Il reste néanmoins désirable de mettre à disposition des formulations améliorées de pyriméthanil permettant un meilleur enrobage des récoltes et/ou une application très versatile.  Nevertheless, it remains desirable to provide improved formulations of pyrimethanil for better coating of crops and / or a very versatile application.
Ainsi, selon l'un des objets de la présente invention, il a été découvert que la combinaison de pyriméthanil à une ou plusieurs huiles essentielles ou les ingrédients actifs terpéniques qu'elle(s) contien(nen)t permet une solubilisation du pyriméthanil. Thus, according to one of the objects of the present invention, it has been discovered that the combination of pyrimethanil with one or more essential oils or the terpene active ingredients that it contains allows the solubilization of pyrimethanil.
Ainsi, selon un premier objet, la présente invention concerne une solution de pyriméthanil caractérisée en ce qu'elle contient du pyriméthanil et une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t. Thus, according to a first subject, the present invention relates to a solution of pyrimethanil characterized in that it contains pyrimethanil and one or more essential oils and / or the active agent (s) terpene (s) which 'they contain.
Généralement lesdites solutions comprennent :  Generally said solutions comprise:
- entre 5 et 40% en poids de pyriméthanil,  between 5 and 40% by weight of pyrimethanil,
- entre 10 et 95% en poids d'une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t.  - Between 10 and 95% by weight of one or more essential oils and / or the active agent (s) terpene (s) they (s) contain.
Généralement, les solutions selon l'invention peuvent comprendre un ou plusieurs émulsifiant(s). Selon un second objet, la présente invention concerne une émulsion de pyriméthanil caractérisée en ce qu'elle contient du pyriméthanil, une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t, en émulsion dans l'eau. Generally, the solutions according to the invention may comprise one or more emulsifier (s). According to a second subject, the present invention relates to a pyrimethanil emulsion characterized in that it contains pyrimethanil, one or more essential oils and / or the active agent (s) terpenic (s) it (s) contains, in emulsion in water.
L'émulsion selon l'invention peut comprendre la solution selon l'invention, émulsionnée dans l'eau. L'émulsion selon l'invention, prête à l'emploi, peut donc être préparée à partir de la solution selon l'invention, concentrée.  The emulsion according to the invention may comprise the solution according to the invention, emulsified in water. The emulsion according to the invention, ready for use, can therefore be prepared from the solution according to the invention, concentrated.
Généralement, lesdites émulsions comprennent de 0.0025% à 2% en poids de pyriméthanil, de 0.005% à 4,75% en poids d'une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t et de 93,25% à 99,9925% en poids d'eau.  Generally, said emulsions comprise from 0.0025% to 2% by weight of pyrimethanil, from 0.005% to 4.75% by weight of one or more essential oils and / or the terpene active agent (s) (s) ( (s) contain (s) and 93.25% to 99.9925% by weight of water.
Les formulations selon l'invention comprennent des solutions, ainsi que des émulsions dans l'eau. Les émulsions peuvent comprendre lesdites solutions, en mélange dans l'eau. The formulations according to the invention comprise solutions, as well as emulsions in water. The emulsions may comprise said solutions, mixed in water.
On entend par « huile essentielle » tout produit odorant, généralement de composition complexe, obtenu à partir d'une matière première végétale, soit par entraînement par la vapeur d'eau, soit par distillation sèche, ou par un procédé mécanique approprié sans chauffage. The term "essential oil" is understood to mean any odorous product, generally of complex composition, obtained from a vegetable raw material, either by entrainment by steam, or by dry distillation, or by a suitable mechanical process without heating.
Les huiles essentielles sont le plus souvent séparées de la phase aqueuse par un procédé physique n'entraînant pas de changement significatif de leur composition. Leur préparation est effectuée selon des procédés connus de l'homme du métier.  The essential oils are most often separated from the aqueous phase by a physical process that does not entail a significant change in their composition. Their preparation is carried out according to methods known to those skilled in the art.
A titre d'huiles essentielles on peut notamment citer l'huile de girofle ou l'huile de menthe ; à titre d'agents actifs terpéniques contenus dans lesdites huiles essentielles on peut notamment citer l'eugénol, l'isoeugénol, la carvone.  As essential oils, mention may be made of clove oil or mint oil; as terpene active agents contained in said essential oils include eugenol, isoeugenol, carvone.
Les solutions selon l'invention présentent l'avantage de solubiliser parfaitement de pyriméthanil, permettant ainsi d'obtenir par mélange avec l'eau, une émulsion aisée, et donc un enrobage des récoltes très homogène, et par voie de conséquence une meilleure exposition au principe actif permettant ainsi une application à des doses inférieures, et des résidus moindres. The solutions according to the invention have the advantage of perfectly solubilizing pyrimethanil, thus making it possible to obtain, by mixing with water, an easy emulsion, and thus a very homogeneous crop coating, and consequently a better exposure to active ingredient thus allowing application at lower doses, and lower residues.
Les formulations selon l'invention peuvent en outre comprendre un ou plusieurs solvants éventuels tels que monopropylèneglycol, dipropylèneglycol, di-isobutylcétone... Les formulations selon l'invention peuvent également comprendre un ou plusieurs agents émulsionnants ioniques et non ioniques, tels que les surfactants non ioniques du type acide gras éthoxylé, alcool gras ethoxylé, tween 80, etc .. Ces émulsionnants sont connus en soi. Selon la présente invention, on entend par "émulsionnant" tout type d'agent habituellement utilisé à cet effet, tels que les alcools gras éthoxylés, les acides gras éthoxylés, les alkylphénols éthoxylés ou tout autre produit non ionique. The formulations according to the invention may further comprise one or more optional solvents such as monopropyleneglycol, dipropyleneglycol, di-isobutylketone, etc. The formulations according to the invention may also comprise one or more ionic and nonionic emulsifying agents, such as nonionic surfactants of the ethoxylated fatty acid type, ethoxylated fatty alcohol, tween 80, etc. These emulsifiers are known per se. According to the present invention, the term "emulsifier" any type of agent usually used for this purpose, such as ethoxylated fatty alcohols, ethoxylated fatty acids, ethoxylated alkylphenols or any other nonionic product.
Les émulsionnants préférablement utilisés dans le cadre de l'invention sont des tensioactifs anioniques ou non ioniques.  The emulsifiers preferably used in the context of the invention are anionic or nonionic surfactants.
Des exemples de tensioactifs non ioniques utilisables selon l'invention sont notamment le produit de condensation d'un alcool gras aliphatique, de préférence en C8-C22, avec un oxyde d'alkylène en C2-C3. L'oxyde d'alkylène en C2-C3 peut être l'oxyde d'éthylène, l'oxyde de propylène, ou bien un mélange d'oxyde d'éthylène et d'oxyde de propylène dans des proportions quelconques. Un exemple de tels tensioactifs est le produit de condensation de l'alcool laurylique (ou alcool n-dodécyclique) avec 30 moles d'oxyde d'éthylène. Examples of nonionic surfactants that may be used according to the invention are, in particular, the condensation product of an aliphatic fatty alcohol, preferably a C 8 -C 22 alcohol, with a C 2 -C 3 alkylene oxide. The C 2 -C 3 alkylene oxide may be ethylene oxide, propylene oxide, or a mixture of ethylene oxide and propylene oxide in any proportions. An example of such surfactants is the condensation product of lauryl alcohol (or n-dodecyclic alcohol) with 30 moles of ethylene oxide.
Les émulsionnants non ioniques incluent notamment les sucroesters, les sorbitans monoléate éthoxylés, les acides gras éthoxylés, la lécithine, les acides gras estérifiés tels que l'oléate de glycérol et leurs mélanges.  Nonionic emulsifiers include sucroesters, ethoxylated monoleate sorbitans, ethoxylated fatty acids, lecithin, esterified fatty acids such as glycerol oleate and mixtures thereof.
L'invention n'est cependant pas limitée à l'utilisation de ces émulsionnants particuliers.  The invention is however not limited to the use of these particular emulsifiers.
Les solutions selon l'invention peuvent comprendre en outre de 0 à 85% en poids d'un ou plusieurs agents mouillants et/ou solvants tels que le mono ou le di- propylèneglycol. The solutions according to the invention may furthermore comprise from 0 to 85% by weight of one or more wetting agents and / or solvents such as mono or dipropylene glycol.
Les solutions selon l'invention peuvent ainsi convenir à une application directe sur les récoltes, notamment dans les chambres de conservation des fruits telles que les pommes, des tubercules, telles que les pommes de terre ou encore les silos à grains, graines, céréales et oléagineux.  The solutions according to the invention may thus be suitable for direct application to crops, especially in the fruit storage rooms such as apples, tubers, such as potatoes or grain silos, seeds, cereals and cereals. oilseeds.
Selon un autre aspect, les solutions selon l'invention peuvent être diluées en émulsion dans l'eau. Pour cela les solutions selon l'invention comprennent, outre le pyriméthanil et lesdites huiles essentielles et/ou agents actifs terpéniques qu'elle(s) contien(nen)t, un ou plusieurs émulsionnants, tels que les émulsionnants non ioniques et ioniques tels que définis ci-avant. Généralement, le(s) dit(s) émulsionnant(s) non ionique(s) sont présents à hauteur de 30 à 80% en poids. Ladite solution est alors appelée formulation émulsionnable dans l'eau (EC). Celle-ci pourra être avantageusement utilisée au verger ou en post-récolte, après dilution dans l'eau. La formulation EC est généralement diluée à hauteur de 0,05 à 5% dans l'eau, préférentiellement entre 0,1 et 1 %, notamment environ 0,25% dans le cas d'une formulation EC à environ 20% en pyriméthanil. According to another aspect, the solutions according to the invention may be diluted by emulsion in water. For this purpose, the solutions according to the invention comprise, in addition to the pyrimethanil and said essential oils and / or terpene active agents, which contain one or more emulsifiers, such as nonionic and ionic emulsifiers such as defined above. Generally, the said nonionic emulsifier (s) are present at a level of 30 to 80% by weight. Said solution is then called an emulsifiable formulation in water (EC). This can be advantageously used in the orchard or post-harvest, after dilution in water. The EC formulation is generally diluted to 0.05 to 5% in water, preferably between 0.1 and 1%, especially about 0.25% in the case of an EC formulation with about 20% pyrimethanil.
Généralement, la concentration en pyriméthanil dans ladite émulsion est comprise entre 100 et 5000 g/m3. Generally, the concentration of pyrimethanil in said emulsion is between 100 and 5000 g / m 3 .
Les émulsions selon l'invention peuvent être préparées par mélange d'une solution ou formulation émulsionnable selon l'invention dans l'eau, ou par mélange direct de chacun de leurs constituants.  The emulsions according to the invention may be prepared by mixing an emulsifiable solution or formulation according to the invention in water, or by direct mixing of each of their constituents.
La présente invention concerne également un kit comprenant du pyriméthanil, une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t pour application simultanée. The present invention also relates to a kit comprising pyrimethanil, one or more essential oils and / or the active terpene agent (s) it (s) contain (s) for simultaneous application.
Ledit kit peut éventuellement comprendre :  Said kit may optionally include:
- de l'eau et/ou  - water and / or
- un ou plusieurs émulsionnant(s),  - one or more emulsifier (s),
Le kit convient au procédé de traitement selon l'invention. The kit is suitable for the treatment method according to the invention.
Les formulations selon l'invention conviennent au traitement fongicide des récoltes. Ledit traitement est particulièrement avantageux en ce que, outre l'effet solubilisant des huiles essentielles ou des agents actifs terpéniques qu'elle(s) contien(nen)t, les dites huiles et/ou agents actifs ont également un effet fongicide propre. The formulations according to the invention are suitable for the fungicidal treatment of crops. Said treatment is particularly advantageous in that, in addition to the solubilizing effect of the essential oils or terpenic active agents that it contains, the said oils and / or active agents also have a specific fungicidal effect.
Les formulations selon l'invention permettent donc d'accroître l'effet fongicide, tout en améliorant la qualité d'enrobage et donc de potentialiser l'activité fongicide du pyriméthanil.  The formulations according to the invention therefore make it possible to increase the fungicidal effect, while improving the quality of coating and thus potentiate the fungicidal activity of pyrimethanil.
On entend ici par « récolte » les fruits et légumes, au verger, y compris en serres, ou en post-récolte, les fruits secs, légumes secs, céréales, oléagineux, et plus particulièrement les pommes, bulbes et tubercules et céréales. Here is meant by "harvesting" fruits and vegetables, in the orchard, including in greenhouses, or in post-harvest, dried fruits, pulses, cereals, oilseeds, and more particularly apples, bulbs and tubers and cereals.
La présente invention concerne donc également le traitement fongicide des récoltes par application d'une formulation selon l'invention décrite ci-avant. Le traitement peut être effectué par application par thermonébulisation, aspersion et/ou immersion. La thermonébulisation est préférentiellement utilisée pour l'application de solution ou formulation émulsionnable en post-récolte ou en serre. The present invention therefore also relates to the fungicidal treatment of crops by application of a formulation according to the invention described above. The treatment can be carried out by application by thermal fogging, spraying and / or immersion. Thermal fogging is preferably used for the application of emulsifiable solution or formulation in post-harvest or greenhouse.
Lors de la thermonébulisation, la solution ou formulation émulsionnable est généralement appliquée à température comprise entre 150° et 250 °C. Cette technique est connue en soi et est décrite dans FR 98 015305 et FR 99 04534.  During thermal fogging, the emulsifiable solution or formulation is generally applied at a temperature of between 150 ° and 250 ° C. This technique is known per se and is described in FR 98 015305 and FR 99 04534.
La thermonébulisation est un procédé consistant à appliquer un brouillard extrêmement fin (dont les gouttelettes ont une taille de l'ordre du micromètre), lequel est produit par injection d'un liquide dans un courant d'air chaud, qui sert de véhicule à ladite composition traitante. Le brouillard ainsi produit permet une application homogène. La thermonébulisation pourra avantageusement être mise en oeuvre par utilisation d'un appareil de thermonébulisation, tel que décrit dans FR 87 04 960 ou commercialisé sous la dénomination Electrofog Xeda®. Cette machine de thermonébulisation électrique est constituée d'un ventilateur haute pression, d'une résistance électrique et d'une pompe volumétrique garantissant une régularité stricte des caractéristiques du brouillard produit et une introduction très progressive de la composition traitante dans la chambre de stockage. De manière classique, les conditions permettant d'obtenir une taille de gouttes de 0,5 à 10 microns, notamment de l'ordre du micron, caractéristiques d'un brouillard de thermonébulisation, comprennent le chauffage de l'air à une température de 400 ° à 650 °C avant l'injection du liquide. La température du brouillard à la sortie de l'appareil de thermonébulisation est avantageusement choisie entre 1 10° et 300 °C, de préférence entre 150 ° et 260 <C, par exemple entre 170° et 250 °C. Cette variante est plus précisément décrite dans la demande FR 94 15 329. Thermal fogging is a process of applying an extremely fine mist (the droplets of which have a size of the order of a micrometer), which is produced by injecting a liquid into a stream of hot air, which serves as a vehicle for said treatment composition. The mist thus produced allows a homogeneous application. Fogging may advantageously be implemented by use of a thermal fogging device, as described in FR 87 04 960 and sold under the name Electrofog Xeda ®. This electric thermal fogging machine consists of a high pressure fan, an electrical resistance and a positive displacement pump ensuring a strict regularity of the characteristics of the fog produced and a very gradual introduction of the treatment composition into the storage chamber. Conventionally, the conditions making it possible to obtain a droplet size of 0.5 to 10 microns, in particular of the order of one micron, characteristic of a thermal fogging mist, comprise the heating of the air at a temperature of 400.degree. ° at 650 ° C before the injection of the liquid. The temperature of the mist at the outlet of the thermal fogging device is advantageously chosen from 1 10 ° to 300 ° C, preferably between 150 ° and 260 <C, for example between 170 ° and 250 ° C. This variant is more precisely described in application FR 94 15 329.
La thermonébulisation convient plus particulièrement à l'application de la solution ou formulation émulsionnable. Elle convient par ailleurs aux huiles et ingrédients actifs les plus volatils, tels que l'huile de menthe par exemple.  The thermal fogging is particularly suitable for the application of the solution or emulsifiable formulation. It is also suitable for the most volatile oils and active ingredients, such as mint oil for example.
L'application par dispersion ou immersion est généralement réalisée au moyen de l'émulsion selon l'invention. Cette application convient particulièrement pour l'application en verger ou en post récolte. Elle convient également particulièrement à l'application de l'huile de girofle. The application by dispersion or immersion is generally carried out by means of the emulsion according to the invention. This application is particularly suitable for application in orchard or post harvest. It is also particularly suitable for the application of clove oil.
Le procédé de traitement selon l'invention convient particulièrement à l'application de pyriméthanil à des doses comprises entre 2 et 20 g/tonne de fruits, notamment environ 0,05% soit 500 ppm. Le traitement selon l'invention permet de façon inattendue d'élargir le spectre d'activité fongicide du pyriméthanil. Ainsi, le procédé selon l'invention permet de traiter certains champignons contre lesquels le pyriméthanil est peu ou pas actif. The treatment method according to the invention is particularly suitable for the application of pyrimethanil at doses of between 2 and 20 g / ton of fruit, in particular about 0.05% or 500 ppm. The treatment according to the invention makes it possible, unexpectedly, to broaden the spectrum of fungicidal activity of pyrimethanil. Thus, the process according to the invention makes it possible to treat certain fungi against which the pyrimethanil is little or not active.
En particulier, il est connu que le pyriméthanil entraîne des résistances chez certaines espèces. La combinaison avec les huiles essentielles ou ingrédients actifs qu'elles contiennent permet donc de cibler ces champignons résistants, sans engendrer de résistance.  In particular, it is known that pyrimethanil causes resistance in some species. The combination with the essential oils or active ingredients that they contain therefore makes it possible to target these resistant fungi, without generating resistance.
Les exemples suivants sont donnés à titre illustratif et non limitatifs de la présente invention. The following examples are given by way of non-limiting illustration of the present invention.
Exemple 1 : formulation pour application directe Example 1: formulation for direct application
On prépare une formulation émulsionnable comprenant :  An emulsifiable formulation is prepared comprising:
Pyriméthanil : 16 % en poids  Pyrimethanil: 16% by weight
Huile de menthe : 30 % en poids  Mint oil: 30% by weight
Mono et di-propylèneglycol : 49 % en poids  Mono and di-propylene glycol: 49% by weight
Acide laurique éthoxylé 1 1 moles : 5% en poids  Ethylated lauric acid 1 1 moles: 5% by weight
On obtient une solution.  A solution is obtained.
Exemple 2 : formulation émulsionnable dans l'eau (EC) Example 2: emulsifiable formulation in water (EC)
On prépare une formulation émulsionnable comprenant :  An emulsifiable formulation is prepared comprising:
- pyriméthanil :20% en poids ;  pyrimethanil: 20% by weight;
- eugénol : 15 % en poids  - eugenol: 15% by weight
- Mélange émulsionnant non ionique 65 % en poids.  Nonionic emulsifying mixture 65% by weight
On obtient une solution.  A solution is obtained.
Exemple 3 : Example 3
La formulation de l'exemple 1 est appliquée dans une chambre de conservation de fruits, avec une dose de 50g de la formulation de l'exemple 1 c'est-à-dire 8 g de pyriméthanil, par tonne de fruits.  The formulation of Example 1 is applied in a fruit storage chamber, with a dose of 50 g of the formulation of Example 1, that is to say 8 g of pyrimethanil per ton of fruit.
L'application est réalisée par l'intermédiaire de la machine thermo électrique. Electrofog à une température de sortie de Ι ΘΟ 'Ό.  The application is carried out by means of the thermoelectric machine. Electrofog at an outlet temperature of Ι ΘΟ 'Ό.
La solution obtenue donne lieu à un brouillard de fines particules convenant à un enrobage de bonne qualité.  The resulting solution gives rise to a mist of fine particles suitable for a coating of good quality.
Exemple 4 : La formulation selon l'exemple 2 est diluée dans de l'eau à hauteur de : Example 4 The formulation according to Example 2 is diluted in water at:
2,5 kg de la formulation de l'exemple 2 dans un m3 d'eau, soit 500 g de pyriméthanil par m3 d'eau, pour une application au verger, ou 250 g de la formulation de l'exemple 2 dans un m3 d'eau, soit 50 g de pyriméthanil par m3 d'eau, pour une application en post-récolte. 2.5 kg of the formulation of Example 2 in one m 3 of water, ie 500 g of pyrimethanil per m 3 of water, for an application in the orchard, or 250 g of the formulation of Example 2 in one m 3 of water, ie 50 g of pyrimethanil per m 3 of water, for post-harvest application.
Les émulsions ainsi obtenues sont appliquées sur fruits par douchage ou immersion des caisses ou par pulvérisation sur brosseuse dans le cas des fruits dans des caisses.  The emulsions thus obtained are applied to fruit by showering or immersion of the crates or by spraying on a scrubber in the case of fruit in crates.
Exemple 5 : Example 5
L'activité fongicide est mise en évidence de la façon suivante : .  The fungicidal activity is highlighted as follows:.
Des oranges sont séparées en trois lots et traitées de la façon suivante :  Oranges are separated into three lots and processed as follows:
- lot 1 (témoin) : oranges non traitées  - lot 1 (control): untreated oranges
- lot 2 : oranges traitées par du pyriméthanil seul ;  - lot 2: oranges treated with pyrimethanil alone;
- lot 3 : oranges traitées avec 250 g de la formulation de l'exemple 2 dilués dans un hectolitre d'eau.  batch 3: oranges treated with 250 g of the formulation of Example 2 diluted in one hectolitre of water.
Le lot 3 montre une diminution du champignon geotrichum candidum de 50% tandis que le lot 2 montre le même niveau de geotrichum candidum que le lot témoin. Lot 3 shows a 50% decrease in the geotrichum candidum fungus while Lot 2 shows the same level of geotrichum candidum as the control lot.
Exemple 6 : Example 6
Des Oranges Navel ont été récoltées le 18/01/201 1 et inoculées le jour suivant avec des souches de pénicillium digitatum :  Navel Oranges were harvested on 18/01/201 1 and inoculated the following day with strains of penicillium digitatum:
Traitement Substance active Dose 19/01 26/0 02/02 09/02 d'appli 1 Treatment Active substance Dose 19/01 26/0 02/02 09/02 app 1
cation  cation
Témoin PESIN 0 100 100 100  Witness PESIN 0 100 100 100
C C
PESEV 9 42 TSPESEV 9 42 TS
Xedathane 20 192 g/L 250 PESIN 0 7.5 12.5 28 pyriméthanil g/h C Xedathane 20 192 g / L 250 PESIN 0 7.5 12.5 28 pyrimethanil g / h C
PESEV 12,5 PESEV 12.5
Xedathane 192 g/L 250 PESIN 0 0 1 .2 3.5Xedathane 192 g / L 250 PESIN 0 0 1 .2 3.5
20/16 pyriméthanil g/h C 20/16 pyrimethanil g / h C
160 g/L eugénol PESEV 0 n  160 g / L eugenol PESEV 0 n
Bioxeda 180g/L eugénol 1000 PESIN 0 50 56 88 g/h C PESINC = % de fruits avec présence de spores Bioxeda 180g / L eugenol 1000 PESIN 0 50 56 88 g / h C PESINC =% of fruits with presence of spores
PESEV = % de surface de fruit couverte par les spores PESEV =% fruit area covered by spores
Ces résultats montrent qu'il ne s'agit pas d'un effet d'addition simple des deux activités du pyriméthanil et de l'eugénol, mais d'un effet synergique . These results show that it is not a simple addition effect of the two activities of pyrimethanil and eugenol, but a synergistic effect.
Exemple 7 : Evaluation de l'efficacité in vitro des combinaisons de l'invention contre des micro-organismes phyto-patogènes. Example 7 Evaluation of the In Vitro Effectiveness of the Combinations of the Invention Against Phyto-Patogenic Microorganisms
Objectif de l'étude: Goal of the study:
L'objectif de l'étude est de déterminer l'efficacité des combinaisons de l'invention contre le champignon phyto-patogène Monilinia fructicola, comparée au pyriméthanil seul. The objective of the study is to determine the effectiveness of the combinations of the invention against the phyto-pathogenic fungus Monilinia fructicola, compared to pyrimethanil alone.
L'efficacité des combinaisons contre Monilinia fructicola a été déterminée par détermination de l'inhibition de la croissance du halo en accord avec les directives générales (ISO 6887 :2003 ; ISO 7218 :2007 ; ISO 7954 :1987). The efficacy of the combinations against Monilinia fructicola was determined by determining the inhibition of halo growth in accordance with the general guidelines (ISO 6887: 2003, ISO 7218: 2007, ISO 7954: 1987).
Echantillons testés: Samples tested:
Champignon Echantillon Doses Application Durée Evaluation phytopathogène de Mushroom Sample Doses Application Duration Phytopathogenic evaluation of
l'efficacité  effectiveness
Monilinia 1 )Xedathane Xedathan Par ajout 5 jours Growth fructicola 20 e 20: dans le inhibition on  Monilinia 1) Xedathane Xedathan By addition 5 days Growth fructicola 20 e 20: in the inhibition one
250 ml/hl milieu Pétri dishes  250 ml / hl medium Petri dishes
artificiel PDA  artificial PDA
2)Bioxeda Bioxeda: (dextrose  2) Bioxeda Bioxeda: (dextrose
100ml/hl agar de  100ml / hl agar of
300 ml/hl pomme de  300 ml / hl apple of
500 ml/hl terre)  500 ml / hl soil)
1000 ml/hl 3)Xedathane Xedathan 1000 ml / hl 3) Xedathane Xedathan
20 e 20 +  20 e 20 +
+ Bioxeda:  + Bioxeda:
Bioxeda 250ml/hl+  Bioxeda 250ml / hl +
100ml/hl  100ml / hl
250ml/hl+ 250ml / hl +
300 ml/hl  300 ml / hl
250ml/hl+ 250ml / hl +
500 ml/hl  500 ml / hl
250ml/hl+ 250ml / hl +
1000 ml/hl  1000 ml / hl
Descriptif des méthodes: Description of the methods:
Analyse : Analysis:
Les échantillons ont été ajoutés au milieu artificiel et mélangés doucement avant solidification de la solution d'Agar. The samples were added to the artificial medium and mixed gently before solidification of the agar solution.
Efficacité contre Monilinia fructicola: Efficacy against Monilinia fructicola:
Une petite quantité des spores de champignons est placée au centre du dextrose d'Agar de pomme-de-terre (PDA) des boîtes de pétri à 25°+ 1 0 C pendant 5/6 jours. A la fin de l'incubation on mesure l'inhibition du halo formé comparé aux boîtes de pétri PDA non traitées (contrôle). Evaluation des résultats A small amount of the fungal spores is placed in the center of Potato Agar Dextrose (PDA) from petri dishes at 25 ° C + 1 ° C for 5/6 days. At the end of the incubation, the inhibition of the halo formed is measured compared to the untreated PDA petri dishes (control). Evaluation of results
Les résultats sont indiqués en tant que pourcentage de l'incidence de la maladie et pourcentage d'efficacité des produits testés. The results are shown as a percentage of disease incidence and percent effectiveness of products tested.
Monilinia fructicola Monilinia fructicola
Echantillons :  Samples:
Xedathane 20  Xedathane 20
Bioxeda  Bioxeda
Xedathane 20+ Bioxeda  Xedathane 20+ Bioxeda
Monilinia fructicola - Souche résistante au Pyrimethanil Monilinia fructicola - Pyrimethanil resistant strain
Echantillons:  Samples:
Xedathane 20  Xedathane 20
Bioxeda  Bioxeda
Xedathane 20+ Bioxeda  Xedathane 20+ Bioxeda
Champignon Echantillon Incidence de Efficacité Dose ml/hl Mushroom Sample Efficacy Incidence Dose ml / hl
Phytopathogène la maladie (%)  Phytopathogenic disease (%)
(%)  (%)
Monilinia fructicola Non traité 100 0  Monilinia fructicola Untreated 100 0
Souche résistante au Xedathane 55 45  Xedathane resistant strain 55 45
Pyrimethanil 20 250ml/hl Bioxeda 30 70 100ml/hl Pyrimethanil 20 250ml / hl Bioxeda 30 70 100ml / hl
20 80 300 ml/hl  20 80 300 ml / hl
25 75 500 ml/hl  25 75 500 ml / hl
20 80 1000 ml/hl  20 to 80 1000 ml / hl
Xedathane 10 90 250 +100ml/hl  Xedathane 10 90 250 + 100ml / hl
20 5 95 250+300 ml/hl  20 5 95 250 + 300 ml / hl
+ Bioxeda 3 97 250+500 ml/hl  + Bioxeda 3 97 250 + 500 ml / hl
5 95 250+1000 ml/hl  5 95 250 + 1000 ml / hl
Les champignons Monilinia fructicola sont présents sur 100% des boîtes de pétri non traitées. Monilinia fructicola mushrooms are present on 100% of untreated petri dishes.
Résultats: Results:
Monilinia fructicola Monilinia fructicola
L'huile de girofle en combinaison avec le pyriméthanil permet un contrôle total des champignons à toutes les doses testées.  Clove oil in combination with pyrimethanil provides complete control of fungi at all tested doses.
Monilinia fructicola, souche résistante au pyrimethanil : Monilinia fructicola, pyrimethanil resistant strain:
Le pyriméthanil ne permet qu'une efficacité de 45% tandis que la combinaison d'huile de girofle et de pyriméthanil permet un contrôle quasi-total aux doses testées.  Pyrimethanil is only 45% effective, while the combination of clove oil and pyrimethanil allows almost total control at the doses tested.

Claims

REVENDICATIONS
1 . Solution de pyriméthanil caractérisé en ce qu'elle comprend du pyriméthanil et une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t. 1. Pyrimethanil solution characterized in that it comprises pyrimethanil and one or more essential oils and / or the active agent (s) terpene (s) that it (s) contain (s).
2. Solution de pyriméthanil selon la revendication 1 caractérisée en ce qu'elle contient : Pyrimethanil solution according to claim 1, characterized in that it contains:
Entre 5 et 40% en poids de pyriméthanil,  Between 5 and 40% by weight of pyrimethanil,
Entre 10 à 95% en poids d'une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t.  Between 10 to 95% by weight of one or more essential oils and / or the active agent (s) terpene (s) it (s) contain (s).
3. Solution selon la revendication 1 ou 2 telle que ladite huile essentielle est choisie parmi l'huile de girofle ou l'huile de menthe. 3. The solution of claim 1 or 2 such that said essential oil is selected from clove oil or mint oil.
4. Solution selon l'une quelconque des revendications précédentes telle que ledit agent actif terpénique est choisi parmi l'eugénol, l'isoeugénol, la carvone. 4. Solution according to any one of the preceding claims, such that said terpenic active agent is chosen from eugenol, isoeugenol and carvone.
5. Solution selon l'une quelconque des revendications précédentes comprenant en outre un ou plusieurs solvants, agents mouillants, agents émulsionnants. 5. Solution according to any one of the preceding claims further comprising one or more solvents, wetting agents, emulsifiers.
6. Solution selon l'une quelconque des revendications précédentes comprenant un ou plusieurs émulsionnants. 6. Solution according to any one of the preceding claims comprising one or more emulsifiers.
7. Emulsion comprenant du pyriméthanil, une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t, dans l'eau. 7. Emulsion comprising pyrimethanil, one or more essential oils and / or the active terpene agent (s) it contains in water.
8. Emulsion selon la revendication 7 comprenant une solution selon l'une quelconque des revendications précédentes, en émulsion dans l'eau. 8. Emulsion according to claim 7 comprising a solution according to any one of the preceding claims, in emulsion in water.
9. Emulsion selon la revendication 7 ou 8 telle que la concentration de ladite solution est comprise entre 100 et 5000 g/m3 de pyrimethanil. 9. Emulsion according to claim 7 or 8 such that the concentration of said solution is between 100 and 5000 g / m 3 of pyrimethanil.
10. Emulsion selon l'une quelconque des revendications 7 à 9 comprenant de 0.0025% à 2% en poids de pyriméthanil, de 0.005% à 4,75% en poids d'une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t et 93,25 à 99,9925% en poids d'eau. An emulsion according to any of claims 7 to 9 comprising 0.0025% to 2% by weight of pyrimethanil, 0.005% to 4.75% by weight of one or more essential oils and / or the active terpene agent (s) it contains and 93.25 to 99.9925% by weight of water.
1 1 . Kit comprenant du pyriméthanil, une ou plusieurs huiles essentielles et/ou le(s) agent(s) actif(s) terpénique(s) qu'elle(s) contien(nen)t et éventuellement de l'eau et/ou un ou plusieurs émulsionnant(s), pour application simultanée. 1 1. Kit comprising pyrimethanil, one or more essential oils and / or the terpenic active agent (s) it contains and possibly water and / or or several emulsifiers, for simultaneous application.
12. Procédé de traitement fongicide des récoltes au verger ou en post-récolte comprenant l'application d'une solution selon l'une quelconque des revendications 1 à 6. 12. A method of fungicidal treatment of crops in the orchard or post-harvest comprising applying a solution according to any one of claims 1 to 6.
13. Procédé de traitement fongicide des récoltes au verger ou en post-récolte comprenant l'application d'une émulsion selon l'une quelconque des revendications 7 à 10. 13. A method of fungicidal treatment of crops in the orchard or post-harvest comprising applying an emulsion according to any one of claims 7 to 10.
14. Procédé de traitement selon la revendication 12 ou 13 par thermonébulisation, aspersion et/ou immersion. 14. Treatment process according to claim 12 or 13 by thermal fogging, spraying and / or immersion.
15. Procédé de traitement selon la revendication 12, 13, ou 14 tel que le pyriméthanil est appliqué à des doses comprises entre 2 et 20 g/tonne de fruits. 15. The method of treatment according to claim 12, 13 or 14 such that the pyrimethanil is applied at doses of between 2 and 20 g / tonne of fruit.
16. Procédé de préparation d'une solution selon l'une quelconque des revendications 1 à 6 par mélange de ses constituants. 16. A process for preparing a solution according to any one of claims 1 to 6 by mixing its constituents.
17. Procédé de préparation d'une émulsion selon l'une quelconque des revendications 7 à 10 par mise en suspension d'une solution selon l'une quelconque des revendications 1 à 6 dans l'eau. 17. Process for preparing an emulsion according to any one of claims 7 to 10 by suspending a solution according to any one of claims 1 to 6 in water.
EP11788546.7A 2011-10-04 2011-10-04 Novel pyrimethanil formulations and uses thereof in the treatment of crops Withdrawn EP2763534A1 (en)

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