FR2588724A1 - Fungicidal compositions based on triazole derivative, and their use - Google Patents

Abstract

Fungicidal compositions, and their use, comprising an active substance of formula: and an adjuvant consisting of a mixture of polyoxyethylenated alkylphenol and fatty alcohol at a ratio of 12 to 150 parts by weight of adjuvant per 100 parts of product of formula (I).

Description

 The present invention relates to new fungicidal compositions based on a triazole group derivative, and their use for the treatment of crops, especially cereals.

connu également sous le numéro S-3308. Ce produit peut être utilisé sous forme racémique ou encore sous forme de diastéréoisomàres ou d'isomères optiques (Chem Abs 99 48851 z, 102, 19478 e), certains de ces isomères étant plus actifs que les autres.We know (Belgian patent 870243) the fungicide of general formula

also known as S-3308. This product can be used in racemic form or in the form of diastereoisomers or optical isomers (Chem Abs 99 48851 z, 102, 19478 e), some of these isomers being more active than the others.

 An object of the invention is to provide fungicidal compositions based on S-3308 with improved properties.

 It has now been found that this object can be achieved by compositions comprising - 100 parts by weight of S-3308 (racemic or diastereoisomers or optical isomers) - 12 to 150 parts by weight of a mixture of fatty alcohol and d polyoxyethylenated alkylphenol - optionally 12 to 150 parts of lower aliphatic alcohol.

 Fatty alcohol generally contains from 7 to 18 carbon atoms.

 The alkylphenol generally comprises one or more alkyl substituents having, in total, from 6 to 18 carbon atoms, preferably from 8 to 12 carbon atoms.

 The polyoxyethylenated chains of alcohol and of alkylphenol generally have 2 to 8 oxyethylene links, preferably 3 to 5.

 Lower aliphatic alcohol generally has from 2 to 6 carbon atoms, preferably from 3 to 5 carbon atoms.

 The compositions according to the invention can therefore be used for the preventive as well as curative fight against fungi, in particular of the basidiomycetes, ascomycetes, adelomycetes or fungi imperfecti type, in particular rusts, powdery mildew, foot-rot, fusarioses, helminthosporioses, septorioses, rhizoctonia, scab of plants and plants in general and in particular cereals such as wheat, barley, rye, oats and their hybrids and also rice and corn, as well as fungi of the same genera infesting vine and pome and stone fruit trees.

 The compositions according to the invention are advantageously applied so that the dose of product of formula (I) is from 0.001 to 5 kg / ha, preferably from 0.005 to 0.5 kg / ha.

 These doses of use can vary within wide limits, in particular according to the virulence of the mushrooms and the climatic conditions.

 For their practical use, the essential constituents of the compositions according to the invention are rarely used alone. These compositions, which can be used for protecting plants against fungal diseases, or in compositions which regulate plant growth, contain the essential constituents as described above in association with solid or liquid carriers, acceptable in agriculture and surfactants. active also acceptable in agriculture.

In particular, the usual inert supports and the usual surfactants can be used.

 These compositions can also contain all kinds of other ingredients such as, for example, protective colloids, adhesives, thickeners, thixotropic agents, penetration agents, stabilizers, sequestering agents, etc. other known active ingredients with pesticidal properties (in particular insecticides or fungicides) or with properties promoting plant growth (in particular fertilizers) or with properties regulating plant growth. More generally, the compounds according to the invention can be combined with all the solid or liquid additives corresponding to the usual techniques of formulation.

 In general, compositions containing 0.5 to 5000 ppm of substance of formula (I) are suitable. These values are indicated for the compositions ready for application. Ppm means "part per million". The zone of 0.5 to 5000 ppm corresponds to a zone of 5 × 10 5 to 0.5% (percentages by weight).

 As regards the compositions suitable for storage and transport, they more advantageously contain from 0.5 to 95% (by weight) of substance of formula (I).

 Thus, the compositions for agricultural use according to the invention can contain the substance of formula (I) within very wide limits, ranging from 5.10 5% to 95% (by weight), the adjuvant being in the proportions indicated above. .

 According to what has already been said, the compositions according to the invention generally contain supports and optionally surfactants.

 By the term "support", in the present description, is meant an organic or mineral, natural or synthetic material, with which the active material of formula (I) is associated to facilitate its application on the plant, on seeds or on ground. This support is therefore generally inert and i must be acceptable in agriculture, in particular on the treated plant. The support can be solid (clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, etc.) or liquid (water, alcohols, ketones, petroleum fractions, aromatic or paraffinic hydrocarbons, chlorinated hydrocarbons, liquefied gases , etc ...).

 The surfactant can be an emulsifying, dispersing or wetting agent of ionic or nonionic type. The compositions according to the invention can be in fairly diverse forms, solid or liquid.

 As forms of solid compositions, mention may be made of powders for dusting or dispersion (with a content of compound of formula (I) which can range up to 100%) and granules, in particular those obtained by extrusion, by compacting, by impregnation of a granulated support, by granulation from a powder (the content of compound of formula (I) in these granules being between 1 and 80% for the latter cases).

 As forms of liquid compositions or intended to constitute liquid compositions during application, mention may be made of solutions, in particular water-soluble concentrates, emulsifiable concentrates, emulsions, concentrated suspensions, aerosols, powders wettable (or spray powder), pasta.

 The emulsifiable or soluble concentrates most often comprise 10 to 80% of material of formula (I) the emulsions or solutions ready for application containing, for their part, 0.01 to 20% of material of formula (I). In addition to the solvent, the emulsifiable concentrates can contain, when necessary, 2 to 20% of suitable additives, such as stabilizers, surfactants, penetrating agents, corrosion inhibitors, dyes, adhesives.

 From these concentrates, emulsions with any desired concentration can be obtained by dilution with water, which are particularly suitable for application to the leaves.

 The concentrated suspensions, also applicable in spraying, are prepared so as to obtain a stable fluid product which does not deposit and they usually contain from 10 to 75% of material of formula (I), from 0.5 to 15% of agents. surfactants, from 0.1 to 10% of thixotropic agents, from 0 to 10% of suitable additives, such as defoamers, corrosion inhibitors, stabilizers, penetrating agents and adhesives and, as a support, water or an organic liquid in which the material of formula (T) is little or not soluble: certain organic solid matters or mineral salts can be dissolved in the support to help prevent sedimentation or as antifreezes for water .

 Wettable powders (or spray powder) are usually prepared so that they contain 20 to 95% of material of formula (I), and they usually contain, in addition to the solid support, from 0 to 5% of an agent wetting, from 3 to 10% of a dispersing agent, and, when necessary, from 0 to 10-% of one or more stabilizers and / or other additives, such as penetrating agents, adhesives, or anticaking agents, dyes, etc.

 To obtain these sprayable powders or wettable powders, the material of formula (I) is intimately mixed in suitable mixers with the additional substances and ground with mills or other suitable grinders. This gives sprayable powders whose wettability and suspension are advantageous; they can be suspended with water at any desired concentration and these suspensions can be used very advantageously in particular for application to the leaves of plants.

 Instead of wettable powders, pasta can be made. The conditions and methods of making and using these pastes are similar to those of wettable powders or spraying powders.

 The compound of formula (I) can also be used in the form of powders for dusting.

 The example given below without implied limitation illustrates the fungicidal properties of the compositions according to the invention as well as their application.

 In this example, the spraying of suspensions of fungicidal compositions is carried out under conditions such that the spraying of a suspension of concentration equal to 1 g / l corresponds on average to the application of approximately 2 micrograms of active material per cm 2 of plant leaf.

 Under the conditions of the example, the illustrated compositions did not exhibit phytotoxicity.

 In this example, we appreciated the results compared to controls. An efficiency of 100% corresponds to a total destruction of the fungal species considered.

An efficiency of 0% corresponds to a contamination identical to that of the untreated controls.

Example:
In vivo test on Erysiphe graminis on barley (barley powdery mildew)
An aqueous suspension based on the following compounds - active material of formula (I) - adjuvant - water is prepared by fine grinding
This aqueous suspension is then diluted with water to obtain the desired concentration.

 Barley, in pots, sown in an equal-weight mixture of peat and pozzolan, is treated at the 10 cm height stage by spraying with an aqueous suspension (called slurry) of concentration indicated below. The test is repeated twice. After 24 hours, the barley plants are sprinkled with Erysiphe graminis spores, the dusting being carried out using diseased plants.

 The results are read 18 days after contamination.

In the present example, compositions according to the invention were used containing the substance of formula- (I) applied at a dose of 7.5 mg / l; this compound of formula (I) was associated with an adjuvant consisting of 45% by weight of butanol, 46.5% of aliphatic alcohol in
C12 weakly oxyethylenated (4 oxyethylene units per 1 mole of alcohol) and 8.5% of polyoxyethylene nonylphenol (also 4 oxyethylene units per mole of phenol).

If we denote by R the weight ratio

<tb><SEP> adjuvant
<tb> product <SEP> of <SEP> formula <SEP> (I)
<tb> the effectiveness of the composition according to the invention was 80% for
R = 0.12, 70% for R = 0.5, and 82% for R = 1.5.

 These results are all the more remarkable that with several surfactant additives known per se, the efficiency was less than 67% and even 57%.

 At a dose of 15 mg / l of substance of formula (I), the effectiveness of the composition was 95% for R = 0.12, 80% for R = 0.5 and 85% for R = 1.5%

Claims (3)

 and an adjuvant consisting of a mixture of fatty alcohol and polyoxyethylenated alkylphenol in an amount of 12 to 150 parts by weight of adjuvant per 100 parts of product of formula (I).

 CLAIMS 1) - Fungicidal compositions characterized in that they comprise an active substance of formula 2) - Compositions according to claim 1 characterized in that they comprise 12 to 150 parts of lower aliphatic alcohol per 100 parts of product of formula (I). 3) - A method of treating fungal diseases, especially cereals, characterized in that a composition according to one of claims 1 to 2 is applied to the culture so that the dose of product of formula (I) is between 0.001 and 5 kg / ha, preferably between 0.005 and 0.5 kg / ha.