SI9400196A - Process for preparing the vigour and/or health of plants such as cereal by the action of a triazole-type derivate - Google Patents

Abstract

Method for improving the health and vigour of plants, characterised in that, before sowing, the seeds are treated with a triazole of formula (I). The multiplication products of the plants coated with the composition according to the invention, and this composition. <IMAGE>

Description

RHONE-POULENC AGROCHIMIE

Process for improving vigor and / or plant health, such as cereals, by the action of a triazole derivative

The present invention relates to a process for improving plant vigor irrespective of the diseases for which it may suffer.

European patent application 378953 described curative or preventive treatment of fungal disease plants by applying an active ingredient based on certain triazoles to their reproductive material.

European patent application 467791 describes the curative or preventive treatment of plant and plant reproductive material against fungal diseases by the use of a fungicidal preparation containing 2- (4-chlorobenzyl-den) 5,5-dimethyl-1- ( 1H-1,2,4-triazol-1-ylmethyl) -1-cyclopentanol, an inert carrier suitable for agriculture, and optionally an agricultural suitable surface active agent for this propagating material.

As stated above, the present invention specifically relates to a process which is intended to improve vigor and / or plant health, in particular cereals, regardless of diseases that may be affected or suspected to be diseased. Specifically, the purpose of the invention is a process for * improving plant health and / or * contributing to shortening the stems of plants and / or * promoting their resistance to rootstocks (even in the absence of breakage of cereal plants) and / or * increasing the nitrogen content absorbed by the plants from the soil, and / or * reducing the amount of nitrogen to be added to the crop in the form of fertilizer or manure.

The invention also relates to an agrochemical preparation for the improvement of vigor and plant health, in particular cereals, regardless of diseases that may be ill or suspected to be diseased by one or more aspects of the foregoing. In other words, the present invention relates to agrochemical preparations for * improving plant health and / or * contributing to the shortening of plant stems and / or * promoting their resistance to rootstocks (even in the absence of breakage of cereal plants) and / or * to increasing nitrogen content absorbed by plants from the soil and / or * reducing the amount of nitrogen to be added to the crop in the form of fertilizer or manure.

The invention finally relates to the reproductive material from which the plants, in particular cereals, are supposed to be produced, with improved vigor and health regardless of the diseases they may suffer from or may be suspected to be diseased, characterized in that that it is capable of producing from it plants that * have improved health and / or * that have a stem that is shortened in certain conditions and / or * that have improved resistance to the rootstock (even in the absence of the breakage of cereal herbs ), and / or * which have an increased nitrogen content absorbed by the plants from the soil, and / or * requiring a smaller amount of nitrogen to be added to the crop in the form of fertilizer or manure.

We have found that we can achieve these objectives by treating the invention. This treatment is a treatment characterized in that it has the aforementioned purposes and consists in treating a seed grain or seed prior to sowing with an effective amount of triazole of the formula (I) below

n (X) in which

A -CR ₆ R ₇ - or -CR ₆ R ₇ -CR _g R ₉ - or -CR ₆ R ₇ -CR _g R ₉ -CR ₁₀ R _n -,

X is a halogen atom, preferably fluorine, bromine or chlorine, or a cyano or nitro group or a C1-C6-alkyl or C1-C4-alkoxy group, which is halogenated optionally, n is zero or a positive integer less than 6, where the groups X may be the same or different if n is greater than 1,

R ₄ and R ₂ , which are the same or different, represent a hydrogen atom or a C 1 -C 6 alkyl radical optionally substituted (e.g. by one or more atoms or radicals such as halogen atoms, C 1 -C 6 alkoxy , mono or polychal C 1 -C ₄ -alkoxy, C ₂ -C ₄ alkenyl, C ₂ -C ₄ -alkynyl, mono or polihalo C ₂ -C ₄ -alkenyl, mono or polihalo C ₂ -C ₄ -alkynyl radicals) , C 1 -C 4 -alkoxy optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C / C ₄ -alkoxy, mono or polychalo C ₁ -C ₄ alkoxy, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ alkynyl, mono or polychal C ₂ -C ₄ -alkenyl, mono or polihalo C ₂ -C ₄ alkynyl radicals), C ₃ -C ₇ -cycloalkyl radicals, C ₆ -C _1Q -aryl ( in particular phenyl), C ₇ -C _n -alkyl (especially benzyl) radicals, wherein these various radicals may optionally be substituted (e.g. by one or more atoms or radicals such as halogen atoms, C 1 -C 4 -alkyl atoms) radicals, mono or polychal CyC ₄ alkyl radicals, C 1 -C ₄ -alkoxy radicals and mono or polyhalo C 1 -C 4 -alkoxy radicals),

Rj and R ₂ together may form a C ₂ -C ₅ -carbon chain, forming the carbon to which Rj-R _{2 is} attached, a ring, the chain being optionally substituted as for the foregoing C ₆ -C ₁₀ -aryl radicals, or

R 1 and R ₂ together may form with the carbon to which R 1 and R _{2 are} attached, a dioxolane C ₂ -C ₅ hydrocarbon chain, the chain being optionally substituted as for the foregoing C ₆ -C _1Q aryl radicals,

R ₃ and R ₆ to R _n , which are the same or different, represent a hydrogen atom or a C 1 -C 6 alkyl radical optionally substituted (e.g. by one or more atoms or radicals such as halogen atoms, C 1 -C _4- alkoxy radicals, mono or polyhalo C ₄ -C ₄ alkoxy radicals), C ₃ -C ₇ -cycloalkyl, C ₆ -C _1Q -aryl (especially phenyl), C ₇ -C _u aralkyl (especially benzyl) radicals, at wherein these different radicals may be optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C1-C6 alkyl radicals, mono or polychalo C1-C6 alkyl radicals, C1-C6 alkoxy radicals or mono or the polyhalo (C1-C4-alkoxy radicals), or form two adjacent radicals of chain A together with the atoms of chain A to which they are attached, a phenyl ring attached to a cycloalkane,

R ₅ represents a hydrogen atom, a C 1 -C 6 alkyl radical optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C 1 -C ₄ alkoxy, mono or polychal C 1 -C 1 alkoxy, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, mono or polychal C ₂ -C ₄ -alkenyl, mono or polihalo (C ₂ -C ₄ -alkynyl radicals), C ₃ -C _? -cycloalkyl, C ₆ -C _1Q -aryl (especially phenyl), C-C -alkyl (especially benzyl) radicals, wherein these various radicals may optionally be substituted (e.g. by one or more atoms or radicals, such as atoms halogens, C1-C6-alkyl radicals, mono or polychal (C1-C6-alkyl radicals, C1-C6-alkoxy radicals and mono or polihalo C1-C6-alkoxy radicals), or

R ₅ represents a group C (= O) -R ₁₃ , R ₁₃ , wherein R ₁₃ represents a C 1 -C 6 alkyl radical optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C -C ₄ -alkoxy, mono or polychal C ₁ -C ₁ -alkoxy, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, mono or polihalo C ₂ -C ₄ -alkenyl, mono or polihalo C ₂ -C ₄ -alkynyl radicals), C ₃ -C _? -cycloalkyl, C ₆ -C ₁₀ -aryl (especially phenyl), C _? -C ₁₁ -alkyl (especially benzyl) radicals, wherein these various radicals may optionally be substituted (e.g. by one or more atoms or radicals, such as haiogen atoms, C 1 -C 4 alkyl radicals, mono or polychal C 1 -C _4- alkyl radicals, C ₁ -C ₄ -alkoxy radicals ah mono or polychalo (C ₁ -C ₄ -alkoxy radicals), C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, mono or polychalo C ₂ -C ₄ -alkenyl, mono or polychal C ₂ -C ₄ -alkyl radical,

R ₁₂ has one of the meanings for R _s , with the exception of C (= O) -R ₁₃ ,

R ₄ represents a hydrogen atom, a halogen atom, in particular a chlorine or bromine atom, a C 1 -C ₄ alkyl radical optionally substituted (e.g. by one or more atoms or radicals such as halo, C 1 -C 4 -alkoxy atoms , mono or polychal C-C ₄ -alkoxy, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, mono or polihalo C ₂ -C ₄ -alkenyl, mono or polihalo C ₂ -C ₄ -alkynyl radicals) , C ₃ -C _? -cycloalkyl, C ₆ -C ₁₀ -aryl (especially phenyl), C _? -C _n -alkyl (especially benzyl) radicals, wherein the various radicals may be optionally substituted (e.g. by one or more atoms or radicals, such as chaogens, C 1 -C ₄ alkyl radicals, mono or polychal C ₁ -C ₄ alkyl radicals, C 1 -C ₄ -alkoxy radicals and mono or polyhalo C 1 -C 6 -alkoxy radicals).

The invention also relates to the use of compounds of formula (I) in the form of a salt. Salt forms are forms acceptable in agriculture, including hydrochloride, sulfate, oxalate, nitrate or arylsulfonate, as well as addition complexes of these compounds with metal salts, and in particular iron, chromium, copper, manganese, zinc, cobalt, tin, or magnesium, magnesium or magnesium. salts.

For the purposes of this text, it is intended that, unless specifically stated, the radicals in question may be branched or straight. Halogenated, as the case may be, means mono or polyhalogenated, as appropriate.

Compounds of formula (I) may exist in one or more isomeric forms according to the number of asymmetric centers of the molecule. The invention therefore relates to the use of all optical isomers as well as their racemic mixtures and corresponding diastereoisomers. Separation of diastereoisomers and / or optical isomers may be carried out by methods known per se.

In formula (I), the symbol wvw means that the stereochemistry of a double bond can be independently E or Z or a mixture of both. Considering steric barriers, the predominant shape will be the shape where R _{12 is} in position E with respect to R ₃ , R ₄ . Part E is practically the only form obtained when R _{12 is} H.

Among the preferred compounds used in the invention are compounds in which the formula is subject to one or more of the following conditions:

* n = 1 or 2 and X is the halogen atom in the para position if n = 1 and the meta para or ortho pair if n = 2 and / or * n = 1 and X is in the para position, and / or * X is a chlorine atom, and / or * R = R = R = R, = a hydrogen atom, and / or j O o 1U * R ₄ = R _? = R ₉ = R _n = a hydrogen atom or a C 1 -C 6 alkyl radical, and / or * R ₄ and R ₂ are selected from a methyl and ethyl radical or a hydrogen atom, and / or * R ₅ is a hydrogen atom or C-C _4- alkyl, very advantageously R _{$ is} a hydrogen atom, and / or * R ₁₂ is a hydrogen atom, and / or * A is CR ₆ R _? or -CR ₆ R ₇ CR _g R ₉ , and / or * A is CR ₆ R ₇ ; _R} and R ₂ are selected from methyl or ethyl radical;

R ₃ , R _s to R _? and R ₁₂ are hydrogen atoms; R ₄ is methyl, ethyl, n-propyl, i-propyl or a hydrogen atom, and / or * A is CR, R ', CR _O R · R, and R _n is selected from methyl and ethyl radical or hydrogen atom; R _g, R _$ to R ₉ and R ₁₂ are a hydrogen atom; R ₄ is methyl, ethyl, n-propyl, i-propyl or a hydrogen atom.

The following compounds are preferred:

* 2- (4-chlorobenzylidene) -5-methyl 5-ethyl 1- (1H-1,2,4-triazol-1-ylmethyl) -1cyclopentanol, * 2- (4-chlorobenzylidene-6-methyl 1- (1H) -1,2,4-Triazol-1-ylmethyl) -1-cyclohexanol, * 2- (4-cyclobenzylidene) -6,6-dimethyl 1- (1H-1,2,4-triazol-1-yl-methyl) ) -1cyclohexanol, * 2- (4-chlorobenzylidene) -1- (1H-1,2,4-triazol-1-ylmethyl) -1-cyclohexanol and / or especially compound 2- (4-chlorobenzylidene) -5 , 5-dimethyl-1- (1H-1,2,4triazol-1-ylmethyl) -1-cyclopentanol.

The term propagating material means all the reproductive parts of a plant that can be used for its propagation. We will give e.g. seeds (seeds in the narrow sense), roots, fruits, tubers, bulbs, roots, parts of plants. We will also mention germinated plants and young plants that need to be transplanted after germination or emergence from the ground. These young plants can be protected from transplantation by full or partial treatment by immersion.

For crops other than potatoes, we will prefer seed beans.

Among the propagating material suitable for the treatment process according to the invention, we will give preference to * seeds of dicotyledons: peas, cucumbers, melons, soybeans, cotton, sunflowers, rapeseed, beans, flax, beets, * seeds of unicorns: cereals (wheat, with the exception of variety) talent before starting to run, barley, rye, oats), corn, rice * or potato tubers.

Preferably, the seed grain will be coated with 0.1 to 500 g of active ingredient per cent of grain, preferably 1 to 400 g per cent.

Preferably, in the case of tubers, they will be coated with an amount of active ingredient corresponding to the soaking of this material in a preparation containing 0.1 g / l to 100 g / l of active ingredient.

The subject of the invention is also the use of the triazole of formula (I) of the invention for the manufacture of agrochemical preparations for * improving plant health and / or * contributing to the shortening of plant stems and / or * promoting their resistance to rootstock (even in the absence of cereal fragility disease ) and / or * increasing the nitrogen content absorbed by the plants from the soil and / or * reducing the amount of nitrogen to be added to the crop in the form of fertilizer or manure.

The subject of the invention is also the use of a triazole of formula (I) according to the invention for the production of plant propagating material capable of giving birth to plants that * have improved health and / or * have a stem that is shortened under certain conditions and / or * have improved root resistance (even in the absence of breakage of cereal crops) and / or * have an increased nitrogen content absorbed by plants from the soil, and / or * require a lower amount of nitrogen to be added to the crop in the form of fertilizer or manure.

The compositions of the invention typically contain between 0.5 and 95% of the active ingredient. The difference of up to 100% is formed by the carrier and, if appropriate, the various additives, as detailed below.

In the present description, the term carrier means an organic or mineral, natural or synthetic substance with which the active substance is combined to facilitate its application to a plant, to a seed grain or to the ground. This carrier is therefore generally inert and must be acceptable in agriculture, in particular on the treated plant. The carrier may 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 may be an emulsifying, dispersing or wetting agent of the ionic or non-ionic type. We can cite e.g. salts of polyacrylic acids, salts of lignosulfonic acids, salts of phenolsulfonic or naphthalenesulfonic acids, polycondensates of ethylene oxide on fatty alcohols or on fatty acids or on fatty amines, substituted phenols (in particular alkylphenols or arylphenols), esters of sulfurate esters, sulfurate derivatives phosphoric acid esters of alcohols or polyoxyethylated phenols. The presence of at least one surfactant is often required because the active substance and / or the inert carrier is not water soluble and the carrier is water when applied.

These preparations may also contain a variety of other ingredients, such as e.g. protective colloids, adhesives, thickeners, thixotropic agents, penetrating agents, stabilizers, sequestering agents, pigments, colorants, polymers.

More generally, the compositions of the invention may be combined with any solid or liquid additives that conform to conventional formulation techniques, in particular for seed treatment applications.

In this connection, we note that in the vocabulary of experts, the term seed treatment actually refers to the treatment of seed grain.

The techniques of the application are known to the person skilled in the art and can be easily used within the scope of the present invention.

Examples include film coating or coating.

Solid or liquid preparations may generally be referred to as preparations.

Dust or spray powders (containing up to 100% of a compound of formula (I)) and granulates, in particular those obtained by extrusion, by compacting, by impregnation of a granular carrier, by powder granulation, may be mentioned as solid formulations. (the content of the compound of formula (I) in these granules is between 1 and 80% for the latter cases).

The preparations can also be used in the form of dusting powder; a preparation containing 50 g of active ingredient, 10 g of finely divided silica, 10 g of organic pigment and 970 g of talc can thus be used. These ingredients are mixed and ground and the mixture is applied by dusting.

Solution forms, in particular water-soluble concentrates, emulsifiable concentrates, emulsions, concentrated suspensions, aerosols, wettable powders (or spray powders), pastes, dispersible granules, may be mentioned as forms of liquid preparations or forms intended to form liquid preparations when in use.

Emulsifiable or soluble concentrates most commonly comprise 10 to 80% of the active ingredient, while containing 0.01 to 20% of the active ingredient prepared for use.

Emulsifiable concentrates may, if necessary, contain e.g. in addition to the solvent, 2 to 20% of suitable additives, such as stabilizers, surfactants, penetrating agents, corrosion inhibitors, colorants or adhesives, as previously stated.

These concentrates can be obtained by diluting with water emulsions at any desired concentration, which are particularly suitable for application on seeds.

Concentrated suspensions, also useful for spraying, are prepared to give a stable, non-settling liquid product and typically contain from 1 to 75% of the active ingredient (preferably from 2 to 50%), from 0.5 to 15% of surface. active agents, 0.1 to 10% thixotropic agents, 0 to 10% cases of additives, such as pigments, dyes, antifoams, corrosion inhibitors, stabilizers, penetrating agents or adhesives, and as a carrier, water or organic liquid containing the substance is slightly soluble or insoluble; certain solids or mineral salts can be dissolved in the carrier to help prevent settling, or as anti-freezing agents for water.

Wetting powders (or spray powders) are usually prepared to contain 1 to 95% of the active ingredient (preferably 2 to 80%), and usually contain, in addition to a solid carrier, 0 to 5% of a wetting agent, 3 to 10% of a dispersant and, if this requires 0 to 10% of one or more stabilizers and / or other additives, such as pigments, colorants, penetrating agents, adhesives or anti-caking agents, colorants, etc.

To obtain these spray powders or wettable powders, the substance is thoroughly mixed in suitable mixers with additional substances and ground in mills or other suitable crushers. In this way, spray powders are obtained which are wettable and suspendable. They can be suspended with water at any desired concentration and these suspensions are very useful especially for use on seeds.

Pastes can be made instead of wettable powders. The conditions and methods for making and using these traps are similar to those for wettable powders or spray powders.

Dispersible granules are typically prepared by agglomerating wettable powder formulations in suitable granulation systems.

As previously stated, aqueous dispersions and emulsions obtained by diluting the wettable powder or emulsifiable concentrate of the invention with water are included in the general scope of the present invention. Emulsions can be water-in-oil or oil-in-water and may have a dense consistency such as mayonnaise consistency.

Among these preparations, one skilled in the art will choose one or more suitable according to the conditions of use.

The subject of the invention is also a plant propagation material with preferred variants as defined above, which is coated with 2- (4-chlorobenzylidene) -5,5-dimethyl-1- (1H, 2,4-triazol-1-ylmethyl) - l-cyclopentanol, hereinafter referred to as triticonazole, or containing it.

The term coated with and / or containing means that the active substance in the application is predominantly on the surface of the material, although it may, more or less significantly, penetrate it depending on the mode of application. When replanted, it absorbs the active substance.

Preferably, the propagating material is selected from seed grains, selected for the benefit of the grain * dicotyledons: peas, cucumbers, soybeans, melons, cotton, sunflowers, rapeseed, beans, flax, beets, * unicorns: soft winter wheat with the exception of varietal talent, soft spring wheat , durum wheat, barley, rye, oats, alfalfa, corn, rice.

Preferably, the grain is coated with 0.1 to 500 mg of active ingredient per cent of grain, and preferably 1 to 400 g / cent.

Another advantageous variant is that the propagating material is a potato tuber, preferably coated with an amount of active ingredient, which corresponds to the displacement of this material into a solution containing 0.1 g / l to 100 g / l of active ingredient.

Preferably, the preparation of the purposes of the invention is characterized in that the propagating material is a seed grain selected from the grain:

* Two peas: peas, cucumbers, soybeans, melons, cottonwoods, sunflowers, turnips, beans, flax, beets.

* unicorns: soft winter wheat, with the exception of wheat varieties of talent, durum wheat, soft spring wheat, barley, rye, maize, rice.

Preferably, the composition of the invention is characterized in that it contains 0.5 to 95% of the active substance.

The following examples, which are given by way of non-limitation, illustrate the invention and show how it can be used.

EXAMPLE 1

Soft winter wheat seeds are treated with 120 g of triticonazole per cent of wheat seeds.

A concentrated suspension containing 200 g / l of triticonazole and 84 g / l of bird repellent is used to perform the treatment. Dilute this suspension with an equal volume of water and spray this diluted mixture before sowing on wheat seeds.

The sowing is done in the fall (early November). The soil contained 109 kg / ha of nitrogen and 100 kg / ha was added in the form of manure (half in April, when it measures a 1 cm stalk, and the other half in May in the growth stage of 2 knees).

Culture conditions were conditions without fungal infection or without fungal involvement, with the test plant protected with guasatin (80 g / cent) and subsequent antifungal treatments known to have no effect of the kind observed later. with triticonazole.

It is observed that in flowering, the biomass of aerial parts of wheat plants (expressed as dry matter) represents 9820 kg / ha for plants grown from triticonazole treated grains and 8950 kg / ha for plants grown from seeds not treated with triticonazole .

This increase in biomass due to the effect of triticonazole indicates that the plants are much more vigorous, i.e. healthier.

In the rest, the biomass dry matter nitrogen content was 1.7% for plants grown from triticonazole treated seeds and 1.6% for plants grown from non-triticonazole treated seeds. This suggests that triticonazole makes the plants more capable of absorbing nitrogen from the soil and therefore reduces the doses of nitrogen added in the form of fertilizers.

Finally, at harvest and for plants grown from triticonazole treated seeds, we obtained * 83.1 cents of grain per acre, * 150 kg / ha of nitrogen contributed by the grain, * 14330 kg / ha of biomass dry matter (straw, useful for animals + grain).

In contrast, plants other than seeds grown with triticonazole were treated with

80.4 cents of grain per acre,

142 kg / ha of nitrogen contributed by the grain,

13730 kg / ha of biomass dry matter (straw useful for animals + grain).

EXAMPLE 2

Repeat Example 1, adding 60 kg / ha of manure nitrogen on each of these dates: February (end of winter), April, as measured by a 1 cm stem, and May in the growth stage of 2 knees.

During flowering, biomass (dry matter) of 10610 kg / ha was observed with a nitrogen content of 1.8% instead of 10010 kg / ha, and 1.7% for the experimental plant grown from non-triticonazole treated plants.

At harvest and for plants grown from triticonazole treated seeds, * 83.3 cents of grain per acre, * 164 kg / ha of nitrogen contributed by the grain, * 15200 kg / ha of biomass dry matter (straw + grain) .

For trial plants grown from non-triticonazole treated grain, * 74.7 cents of grain per acre, * 148 kg / ha of nitrogen contributed by the grain, * 14120 kg / ha of biomass dry matter (straw + grain) ).

Thus, the predicted and desirable effects of vigor plants, their health and their reduced nitrogen demand are proven.

EXAMPLE 3

Soft winter wheat seeds are treated with 120 g of triticonazole per cent of wheat seeds.

A concentrated suspension containing 200 g / l of triticonazole and 84 g / l of bird repellent is used to perform the treatment. Dilute this suspension with an equal volume of water and spray this diluted mixture before sowing on wheat seeds.

Sowing is carried out in autumn (early November). The soil contained 50 kg / ha of nitrogen and no manure or fertilizer nitrogen was added to it.

Culture conditions were conditions without fungal infection or without fungal involvement, protecting the test plant with copper oxinate and subsequent antifungal treatments known to have no effect of the kind observed later with triticonazole.

We measured nitrogen content (in mg per plant per se) together for roots + leaves in early July, i.e. at the beginning of wheat ripening (1 month before harvest).

This content was 265 mg / plant versus 123 mg / plant for plants not grown from triticonazole treated seed.

EXAMPLE 4

We cultivated wheat sown in the fall (late October). A portion of the grain was pretreated with triticonazole in the amount of 120 g per cent of seed, while the other portion was used as a test plant untreated with triticonazole.

A portion of the plants was treated with cyclocellulosic in an amount of 1140 g / ha under normal conditions, i.e. in the end-of-stage stage - start of grading. Cycocell or 3C is known as a shortening agent for stems, and this shortening is desirable in order to avoid precipitation due to atmospheric phenomena without this product having any effect on the breakage of cereals. The culture was performed under conditions of non-infection / non-involvement due to fungal diseases.

The height of the plants was determined at the ripening stage (late June).

While the experimental plants, which were not treated with either triticonazole or cycocell, weighed 80 cm, the cycocell treated plants, which did not grow from triticonazole treated grain, measured 69 cm, and the cycocell treated plants, and grown from triticonazole treated grains measuring 64 cm.

This experiment therefore demonstrates a distinct synergistic effect of triticonazole on subsequent cycocell treatments as well as a marked shortening of the stem using triticonazole, which gives the plant better resistance to external attacks.

EXAMPLE 5

We cultivated wheat sown in the fall (late October). A portion of the seed grain was pretreated with triticonazole in the amount of 120 g / cent of the seed, while the other part was used as an experimental plant untreated with triticonazole.

A portion of the plants was treated with a cycocell of 1140 g / ha under normal conditions, i.e. in end-of-stage stage - start of grading. The culture was performed under conditions of non-infection / non-involvement due to fungal diseases.

Part of the plants were treated only with Ethephon, in the amount of 240 g / ha, at the beginning of May. The culture was performed under conditions of non-infection / non-involvement due to fungal diseases.

Part of the plants were treated in mid-April with a mixture of 375 g / ha Ethephon and 750 kg / ha cycocell. The culture was performed under conditions of non-infection / non-involvement due to fungal diseases.

There was heavy rain in late April and May 20 to June 13. The results were measured by the percentage of the surface of the culture that lay down. We got the following results:

Processing conditions of% of surface to be covered

Untreated experimental plant

Plants grown from triticonazole treated grains

Plants grown from grain treated with triticonazole and treated with cycocell 1

Plants grown from triticonazole treated with Ethephon 9

Plants grown from grains treated with triticonazole and treated with Ethephon and cycocell 0

Plants grown from non-triticonazole treated with Ethephon and cycocell 8

Plants grown from grains not treated with triticonazole and treated with Ethephon only 38

Plants grown from grains not treated with triticonazole and treated with cycocell 13

This experiment again demonstrates a distinct synergistic effect of triticonazole on subsequent cycocell or Ethephon treatments, as well as a marked shortening of the stem using triticonazole, which gives the plant better resistance to external attacks.

Claims (16)

PATENT APPLICATIONS A method for improving vigor and / or plant health, in particular cereals, characterized in that an effective amount of a triazole of formula (I) is applied to the seed grain prior to sowing X is a halogen atom, preferably fluorine, bromine or chlorine, or a cyano or nitro group, or a C1-C6-alkyl or C1-C4-alkoxy group, which is optionally halogenated, n is zero or a positive integer less than 6, where the groups X may be the same or different if n is greater than 1, R 1 and R ₂ , which are the same or different, represent a hydrogen atom or a C 1 -C 6 -alkyl radical optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C 1 -C 6 -alkoxy , mono or polychal C ₁ -C ₄ -alkoxy, C ₂ -C ₄ alkenyl, C ₂ -C ₄ -alkynyl, mono or polihalo C ₂ -C ₄ -alkenyl, mono or polihalo C ₂ -C ₄ -alkynyl radicals ), C 1 -C 4 -alkoxy optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C ₁ -C ₄ -alkoxy, mono or polychalo C ₁ -C ₄ -alkoxy, C ₂ - C ₄ -alkenyl, C ₂ -C ₄ alkynyl, mono or polychal C ₂ -C ₄ -alkenyl, mono or polihalo (C ₂ -C ₄ alkynyl radicals), C ₃ -C ₇ -cycloalkyl radicals, C ₆ -C ₁₀ - aryl (especially phenyl), C ₇ -C _n -aralkyl (especially benzyl) radicals, wherein these various radicals may optionally be substituted (e.g. by one or more atoms or radicals such as halogen atoms, C-C ₄ - alkyl radicals, mono or polychal C 1 -C ₄ 19 alkyl radicals tin, C 1 -C ₄ -alkoxy radicals and mono or polyhalo C 1 -C ₄ -alkoxy radicals), Rj and R ₂ together may form a C ₂ -C ₅ -carbon chain, forming the carbon to which Rj-R _{2 is} attached, a ring, the chain being optionally substituted as for the foregoing C ₆ -C ₁₀ -aryl radicals, or R 1 and R ₂ together may form with the carbon to which R _t and R _{2 are} attached, a dioxolane C ₂ -C ₅ hydrocarbon chain, the chain being optionally substituted as for the above C ₆ -C ₁₀ aryl radicals, R ₃ and R ₆ to R _n , which are the same or different, represent a hydrogen atom or a C 1 -C 6 alkyl radical optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C 1 - C 1 -alkoxy radicals, mono or polychalo (C ₁ -C ₄ alkoxy radicals), C ₃ -C ₇ -cycloalkyl, C ₆ -C ₁₀ -aryl (especially phenyl), C ₇ -C _n aralkyl (especially benzyl) radicals, wherein they may be different radicals optionally substituted (eg. with one or more atoms or radicals, such as halogen atoms, Cl-C-alkyl radicals, mono or polyhalo C-C-alkyl radicals, _Cl-C4 alkoxy radical or a mono or the C 1 -C ₄ alkoxy radicals), or form two adjacent radicals of chain A together with the atoms of chain A to which they are attached, a phenyl ring attached to cycloalkane, R _s represents a hydrogen atom, a C 1 -C 6 alkyl radical optionally substituted (e.g., by one or more atoms or radicals, such as halogen atoms, C 1 -C ₄ alkoxy, mono or polymal C-C-alkoxy, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, mono or polychal C ₂ -C ₄ -alkenyl, mono or polihalo (C ₂ -C ₄ -alkynyl radicals), C ₃ -C ₇ -cycloalkyl, C ₆ -C ₁₀ -aryl (especially phenyl), C _? -C ₁₁ -alkyl (especially benzyl) radicals, wherein these various radicals may be optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C 1 -C 6 alkyl radicals, mono or polychal C ₁ - C ₄ -alkyl radicals, C-C-alkoxy radicals and mono or polyhalo _C] -C ₄ -alkoxy radical), or R ₅ represents a group C (= O) -R ₁₃ , R _{J 3} , wherein R _{J 3 is a} C ₁ -C ₄ -alkyl radical optionally substituted (e.g. by one or more atoms or radicals such as halogen atoms , C ₁ -C ₄ -alkoxy, mono or polychal C ₁ -C ₄ -alkoxy, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, mono or polihalo C ₂ -C ₄ -alkenyl, mono or polihalo C ₂ -C ₄ -alkynyl radicals), C ₃ -C ₇ -cycloalkyl, C ₆ -C ₁₀ -aryl (especially phenyl), C ₇ -C _n -alkyl (especially benzyl) radicals, wherein these may be different radicals optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C 1 -C 4 alkyl radicals, mono or polychal C ₄ C ₄ -alkyl radicals, C ₁ -C ₄ -alkoxy radicals, or mono or polihal C 4 -C 1 -alkoxy radicals), C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, mono or polychal C ₂ -C ₄ -alkenyl, mono or polihalo C ₂ -C ₄ -alkyl radical, R ₁₂ has one of the meanings for R ₅ , with the exception of C (= O) -R ₁₃ , R ₄ represents a hydrogen atom, a halogen atom, in particular a chlorine or bromine atom, a C 1 -C 4, alkyl radical optionally substituted (e.g. by one or more atoms or radicals, such as halogen atoms, C 1 -C ₄ alkoxy , mono or polychal C-C ₄ -alkoxy, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, mono or polihalo C ₂ -C ₄ -alkenyl, mono or polihalo C ₂ -C ₄ -alkynyl radicals) , C ₃ -C _? -cycloalkyl, C ₆ -C _1Q -aryl (especially phenyl), C _? -C _n -alkyl (especially benzyl) radicals, wherein the various radicals may be optionally substituted (e.g. by one or more atoms or radicals such as halogen atoms, C1-C4 alkyl radicals, mono or polychal CC _4- alkyl radicals, C 1 -C 6 alkoxy radicals and mono or polychalo C 1 -C 6 alkoxy radicals) as well as the aforementioned compounds in the form of salts. Method according to claim 1, characterized in that the application is carried out in the absence of a fungal disease, for which these grains or plants may suffer or may be suspected to be diseased. Method according to claim 1 or 2, characterized in that its purpose is to increase the nitrogen content absorbed by the plants from the soil. Method according to one of Claims 1 to 3, characterized in that its purpose is to reduce the amount of nitrogen to be added to the culture in the form of fertilizer or manure. Method according to one of Claims 1 to 4, characterized in that its purpose is to contribute to the shortening of the stems of the plants and / or to promote their resistance to the rootstock (even in the absence of disease of breaking of cereals). A method according to claim 5, characterized in that the plants grown from grains treated with triazole are subsequently treated with cycocell or Ethephon. A process according to any one of claims 1 to 6, characterized in that the triazole used is a formula in which one or more of the following conditions apply * n = 1 or 2 and X is a halogen atom in the vapor position if n = 1, and the target of the vapor or ortho pair, if n = 2, and / or * n = 1 and X is in the vapor position, and / or * X is a chlorine atom, and / or * R ₃ = R ₆ = R ₈ = R ₁₀ = hydrogen atom, and / or * R = R = R = R. = Hydrogen atom or CC-alkyl radical, and / or 4 7 9 11 1 4 ⁷ * R 1 and R ₂ are selected from methyl and ethyl radicals or hydrogen atoms, and / or * R _s is a hydrogen atom or C 1 -C ₄ -alkyl, very preferably R _is a hydrogen atom, and / or * R ₁₂ is a hydrogen atom, and / or * A is CR ₆ R _? or -CR ₆ R ₇ CR _g R ₉ , and / or * A is CR ₆ R _? ; R 1 and R ₂ are selected from methyl or ethyl radicals; R ₃ , R ₅ to R _? and R ₁₂ are hydrogen atoms; R ₄ is methyl, ethyl, n-propyl, i-propyl or a hydrogen atom, and / or * A is CR ₆ R _? , CR _g R ₉ ; R and R ₂ are selected from methyl and ethyl radicals or a hydrogen atom; R _g , R ₅ to R ₉ and R _{J 2} are a hydrogen atom; R ₄ is methyl, ethyl, n-propyl, i-propyl or a hydrogen atom. Process according to one of claims 1 to 7, characterized in that the triazole used is 2- (4-chlorobenzylidene) -5,5-dimethyl-1- (1H-1,2,4-triazol-1-ylmethyl) -l-cyclopentanol. 9. Agrochemical preparations designed to * improve plant health and / or * contribute to shortening the stems of plants and / or * to promote their resistance to rootstock (even in the absence of breakage of cereals) and / or * to increase the nitrogen content absorbed by plants from and / or * reducing the amount of nitrogen to be added to the crop in the form of fertilizer or manure, characterized in that they contain an effective amount of triazole as defined in one of claims 1 or 6 or 7 or 8. Compositions as claimed in claim 9, characterized in that they contain 0.5 to 95% triazole. 11. Propagating material of plants, characterized in that it is capable of producing plants that have * improved health and / or * that have a shortened stem and / or * with improved resistance to certain conditions saplings (even in the absence of breakage diseases of cereals), and / or * having an increased nitrogen content absorbed by plants from the soil, and / or * requiring a smaller amount of nitrogen to be added to the crop in the form of fertilizer or manure, and that it has been treated with an effective amount of triazole as defined in one of claims 1 or 6 or 7 or 8. Material according to claim 11, characterized in that the propagating material is in the form of a seed grain or seed. Use of a triazole of formula (I) as defined in one of claims 1, 7 or 8 for the manufacture of agrochemical preparations for * improving plant health and / or * contributing to shortening plant stems and / or * promoting their resistance to addition (even in the absence of breakage of cereal crops) and / or * increase in the nitrogen content absorbed by the plants from the soil and / or * decrease in the amount of nitrogen to be added to the crop in the form of fertilizer or manure. Use of a triazole of formula (I) according to claim 13, characterized in that the agrochemical preparations contain from 0.5 to 95% of triazole. Use of a triazole of formula (I) as defined in any one of claims 1, 7 or 8 for the production of plant propagating material capable of producing from it plants that have improved health and / or * which have a stem that is shortened under certain conditions, and / or * which have improved resistance to seedlings (even in the absence of breakage of cereals) and / or * which have an increased nitrogen content absorbed by plants from the soil, and / or * requiring less nitrogen to be added to the crop in the form of fertilizer or manure. Use of a triazole of formula (I) according to claim 15, characterized in that the propagating material is in the form of a seed grain or seed.