EP3116321A1

EP3116321A1 - Herbicide composition

Info

Publication number: EP3116321A1
Application number: EP15714863.6A
Authority: EP
Inventors: Aurélien GUICHARD; Christophe SEPULCHRE DE CONDE
Original assignee: Arysta LifeScience SAS
Current assignee: Arysta LifeScience SAS
Priority date: 2014-03-11
Filing date: 2015-03-11
Publication date: 2017-01-18
Also published as: EP4136975A1; US20210127672A1; EP3735829A1; RU2016136213A; WO2015136221A1; AU2015228653A1; CA2942208C; CN113349207A; CN106413403A; MX2020010574A; MX2016011728A; US20170013835A1; UA122132C2; AU2015228653B2; JP7296788B2; JP6588030B2; BR112016020489A2; BR112016020489B1; RU2656310C2; JP2019163331A

Abstract

The present invention relates to a herbicide composition comprising a first compound, belonging to the aryloxyphenoxypropionate family, and a second compound, belonging to the cyclohexanedione family. Said composition is characterized in that the first compound and the second compound are present in said composition at a ratio varying from 1:1.5 to 1:4. The present invention also relates to a method for controlling at least one weed capable of developing in a crop field for a plant to be cultivated with said composition of the invention. Finally, the use of the herbicide composition for treating a dicot crop is also claimed.

Description

HERBICIDE COMPOSITION

The present invention relates to the field of herbicidal compositions.

The invention will find its application mainly in the field of treatment and elimination of plants considered to be harmful for certain crops.

More particularly, the invention relates to a herbicidal composition comprising mainly two active compounds. The first of these compounds consists of a compound belonging to the family of aryloxyphenoxypropionates and the second compound belongs to the family of cyclohexanediones.

Traditionally, herbicides are defined as active substances or preparations used to control weeds or "weeds".

In some configurations, selective herbicides are used. These advantageously allow to promote the control of weeds while not preventing the growth of the plant that is cultivated.

The term "weed", in the following description, a plant that accidentally colonizes a territory without having been deliberately sown, for example an undesirable plant species, present in a field of cultivation of another plant species.

The presence of weeds in a crop is more or less harmful to the latter, mainly because of the effects of competition with the cultivated plant, for example with respect to water, light, or mineral elements. present in the soil.

An adventitious plant can be an uncultivated plant that settles in a field of a plant voluntarily cultivated by a farmer, or a regrowth of a previous crop, such as a grain regrowth in a rapeseed crop. A weed plant can consist of an annual plant, which lives only for one season, or a perennial, that is to say that lives more than one annual cycle.

Many herbicidal compositions for treating weeds are known in the state of the art.

These compositions incorporate, in general, at least one active ingredient, traditionally constituted by a chemical molecule, and having herbicidal properties against at least one adventitious plant.

Patent document WO 2004/080171 describes examples of such herbicidal compositions.

Thus, it is known in the state of the art, herbicidal compositions comprising a component belonging to the family of aryloxyphenoxypropionates, also called FOPs, as active ingredient.

Herbicidal compositions in which the active ingredient consists of a chemical molecule belonging to the family of cyclohexanediones are also known.

However, the use of such herbicidal compositions has led to the advent of weeds resistant to this type of component.

Also known in the prior art is a herbicidal composition which incorporates, on the one hand, an aryloxyphenoxypropionate, quizalofop-p-ethyl and, on the other hand, a cyclohexanedione, clethodim.

More particularly, in this composition, quizalofop-p-ethyl and clethodim are introduced in equivalent proportions. Thus, said composition comprises 10.5% by weight of quizalofop-p-ethyl and 10.5% by weight of clethodim, each of these compounds being present at a concentration of 100 g / l. In other words, the ratio of quizalofop-p-ethyl to clethodim is 1: 1, which means that the two active constituents of the composition are present in equivalent concentrations. However, it has been demonstrated by the applicant that such a ratio does not make it possible to obtain optimal properties in terms of efficiency and spectrum of action.

No. 5,629,262, which discloses a method for controlling grasses in crops, in which two acetyl coA carboxylase inhibitors are applied. These inhibitors may be products belonging to the family of cyclohexanediones, such as sethoxydim, clethodim or caloxydim.

Certain amounts of application of these products to crops are described, in particular from 0.0125 to 0.08 lbs. ai / acre of clethodim.

However, the Applicant has demonstrated that the application of two herbicidal compounds belonging to two different families, at a particular and very specific ratio, allowed a substantial improvement in the treatment of weeds.

Thus, the invention offers the possibility of overcoming the various drawbacks of the state of the art by providing a herbicidal composition having a particularly advantageous efficacy in the treatment of weeds.

More particularly, the present herbicidal composition promotes the control of these weeds with respect to the compositions known in the state of the art. In addition, said composition has a broad spectrum of effectiveness, and, therefore, allows to effectively treat and control many undesirable plants, while not preventing the cultivation of plants that we actually want to see develop .

For this purpose, the present invention relates to a herbicidal composition comprising at least a first compound belonging to the family of aryloxyphenoxypropionates and at least one second compound belonging to the family of cyclohexanediones, said composition being characterized in that the first compound and the second compound are present in said composition in a ratio varying from 1: 1.5 to 1: 4, or 1: 1.5 to 1: 3, or 1: 1.5 to 1: 2.5 or 1: 1.75 to 1: 2.25, or 1: 1.8 to 1: 2.2 .

This means that the amount of said second compound in the composition is 1.5 to 4 times, or 1.5 to 3 times, or 1.5 to 2.5 times, or 1.75 to 2.25 times, or 1 to 8 to 2.2 times greater than the amount of said first compound.

In addition, in the composition according to the invention, the proportion of the first compound is from 31.2 to 35.7%, and the proportion of second compound in said composition is from 64.3 to 68.8%.

It has indeed been demonstrated by the applicant that such ratios between the first compound and the second compound allow an increase in the effectiveness of the herbicidal composition in the control of weed plants, considered as weeds, in the crop fields. .

Advantageously, the ratio between the first compound belonging to the family of aryloxyphenoxypropionates and the second compound belonging to the family of cyclohexanediones is of the order of 1: 2.

This means that the amount of said second compound, a cyclohexanedione, in the composition according to the invention is twice as large as the quantity of said first compound, an aryloxyphenoxypropionate, the proportion first compound in said composition being of the order of 33, 3% and the proportion of second compound in said composition being of the order of 66.7%.

This particular and specific ratio between the constituents of the herbicidal composition allows a particularly optimal action of said composition during the treatment of weeds.

According to another particularity of the invention, the first compound belonging to the family of aryloxyphenoxypropionates is chosen from quizalofop-p-ethyl, haloxyfop, propaquizafop, quizalofop-p-tefuryl, fluazifop-p-butyl and fenoxaprop-p-ethyl, the isomers of these compounds and the salts of these compounds. As far as the second compound, belonging to the family of cyclohexanediones, is concerned, it is advantageously chosen from clethodim, cycloxydim and tepraloxydim, the isomers of these compounds and the salts of these compounds.

In particular, the compound belonging to the family of aryloxyphenoxypropionates is quizalofop-p-ethyl and the compound belonging to the family of cyclohexanediones is clethodim.

Quizalofop-p-ethyl, coupled with clethodim, allows a particularly effective treatment of weeds.

In certain embodiments, the mass concentration of the first compound belonging to the family of aryloxyphenoxypropionates varies from 65.6 to 75 g / l of composition and in which the mass concentration of the second compound belonging to the family of cyclohexanediones varies from 135 to 144. , 4 g / L of composition.

In one embodiment, the mass concentration of the first compound belonging to the family of aryloxyphenoxypropionates is 70 g / l of composition and in which the mass concentration of the second compound belonging to the family of cyclohexanediones is 140 g / l of composition.

The invention also relates to a method for controlling at least one adventitious plant, capable of developing in a cultivation field of a plant to be cultivated, with the composition according to the invention comprising at least one first compound belonging to the family. aryloxyphenoxypropionates and at least one second compound belonging to the family of cyclohexanediones.

In this process, 0.2 to 1.5 L, or 0.5 to 0.8 L, of said composition is diluted in a total volume of 50 to 300 L of a suitable aqueous solution and this volume is applied. total of said composition per hectare of the field. The application rate of said first compound is from 13.1 to 112.5 g / ha of field while the rate of application of said second compound is from 27 to 216.6 g / ha.

Most preferably, the application rate of said first compound is 32.8 to 60 g / ha of field, or 35 to 56 g / ha, and the application rate of said second compound is 67.5 to 115.5 g / ha or 70 to 112 g / ha.

Advantageously, prior to the step of applying the herbicidal composition at said field, said composition is mixed with an adjuvant oil.

The invention also relates to a use of the present herbicidal composition for the control of at least one weed plant belonging to the family Gramineae.

In particular, said composition can be used for the removal of annual bluegrass (Poa annua) and / or quackgrass (Elytrigia repens) and / or bromine (Bromus sp.) And / or regrowth of cereals, especially regrowths. of common wheat (Triticum aestivum) and / or barley (Hordeum vulgare) and / or ryegrass (Lolium sp.) and / or field foxtail (Alopecurus myosuroïds) and / or crabgrass (Digitaria sanguinalis) ) and / or barnyard grass (Echinochloa crus-galli) and / or panic millet (Panicum miliaceum) and / or foxtail (Setaria sp.) and / or Aleppo sorghum (Sorghum halepense).

Interestingly, the herbicidal composition is used in the treatment of a dicotyledonous culture.

More particularly, this crop is selected from rapeseed (Brassica napus), beet (Beta vulgaris), protein pea (Pisum sativum), sunflower (Helianthus annuus), flax (Linum usitatissimum), soybean (Glycine max) , alfalfa (Medicago sativa).

Other characteristics and advantages of the invention will emerge from the following detailed description of non-limiting embodiments of the invention.

The present invention relates to a particular herbicidal composition. This composition essentially comprises at least two active ingredients which will make it possible to control unwanted weeds.

Thus, the composition incorporates, on the one hand, at least one first compound belonging to the family of aryloxyphenoxypropionates, the compounds of this family being also called FOPs, or FOP compounds in the following description.

On the other hand, the herbicidal composition according to the invention comprises at least, also, a second compound belonging to the family of cyclohexanediones, the compounds of this family being also called DIMs in the following description.

In other words, it is quite conceivable that the present composition comprises a plurality of compounds belonging to the family of aryloxyphenoxypropionates, and several compounds belonging to the family of cyclohexanediones.

In some cases, the composition comprises a compound belonging to the family of aryloxyphenoxypropionates, and a compound belonging to the family of cyclohexanediones.

Advantageously, the composition comprises only, as active substances, a compound belonging to the family of aryloxyphenoxypropionates, and a compound belonging to the family of cyclohexanediones.

Particularly advantageously, the ratio between the FOP family compound and the DIM family compound can vary from a ratio of 1: 1.5 to a ratio of 1: 4, or from a ratio of 1: 1.8 to a ratio of 1: 2.2.

In other words, in the composition according to the invention, the compound of the family of DIMs is present in a larger quantity than the compound belonging to the family of FOPs.

The term "quantity" in this specification refers to the mass of a pure compound, in grams (g), present in the herbicidal composition of the invention. It is therefore the mass, in g, of DIM compound and FOP compound. Thus, a compound of the DIM family may be present in an amount 1.5 times greater than the amount of FOP compound within the herbicidal composition, when the ratio of the FOP compound to the DIM compound is 1: 1, 5. Consequently, the proportions of active substances in the composition may advantageously be 40% by weight of FOP compound and 60% by weight of DIM compound, or 35.7% by weight of FOP compound and 64.3% by weight of DIM compound in some embodiments.

In addition, it has been mentioned that the amount of DIM compound can be up to 2.2 times or up to 4 times the amount of FOP compound. In this case, the ratio between the compound FOP and the compound DIM is 1: 2.2 or 1: 4 and the composition comprises, as a proportion of active substances, 31.2% by weight of the FOP compound and 68.8% by mass of compound DIM or 20% by weight of compound FOP and 80% by weight of compound DIM.

In certain embodiments, the ratio between the compound belonging to the family of aryloxyphenoxypropionates and the compound belonging to the family of cyclohexanediones is of the order of 1: 2, or equal to 1: 2.

In this particularly advantageous case, the amount of DIM compound in the herbicidal composition is 2 times greater than the amount of aryloxyphenoxypropionate compounds.

In other words, the herbicidal composition of the invention may comprise, in proportion of active substances, of the order of 33.3% by weight of FOP compound on the one hand, and of the order of 66.7% by weight. % by weight of DIM compound on the other hand.

In some embodiments, the mass concentration of DIM compound within said composition is 140 g / L of the latter. The compound belonging to the family of aryloxyphenoxypropionates is then present in a mass concentration of 70 g / l of the composition.

By "mass concentration" is meant the mass (in g) of a compound, either the compound FOP or the compound DIM, in a volume equal to 1 L of herbicidal composition. A liter of herbicidal composition according to the invention therefore comprises, on the one hand, a quantity of pure 70 g FOP compound and, on the other hand, a quantity of 140 gm pure compound, which corresponds to a ratio between these compounds. from 1: 2.

However, such an example is not limiting of the invention, and the mass concentration of compound DIM can vary from 50 to 840 g / l or from 135 to 144.4 g / l. As regards the mass concentration of aryloxyphenoxypropionates, it can then advantageously vary from 35 to 210 g / l or from 65.6 to 75 g / l. The ratio between the aryloxyphenoxypropionate compound and the DIM compound must be 1: 1.5 to 1: 4 or in the range of 1: 1.8 to 1: 2.2, this ratio being equal to about 1: 2 in certain embodiments, as already mentioned above.

It has indeed been demonstrated, by the applicant, that such a modification compared to the herbicidal compositions of the prior art, in which the two active compounds are present in concentrations and equivalent proportions within the composition, allowed an improvement of the herbicidal properties.

The results, illustrating the improvement of the herbicidal activity of the present composition, relative to the existing compositions, are found in Examples 1 and 2 detailed below.

Returning now to the compound belonging to the family of aryloxyphenoxypropionates, or FOPs, included in the composition according to the invention, it may advantageously be chosen from the following molecules: quizalofop-p-ethyl, haloxyfop, propaquizafop, quizalofop-p-tefuryl, fluazifop-p-butyl and fenoxaprop-p-ethyl.

This compound may also be chosen from the isomers or salts of the compounds quizalofop-p-ethyl, haloxyfop, propaquizafop, quizalofop-p-tefuryl, fluazifop-p-butyl and fenoxaprop-p-ethyl.

The herbicidal composition according to the invention may also incorporate several compounds belonging to the family of aryloxyphenoxypropionates, as mentioned above, for example two of these compounds see more. In this case, the ratio between the compounds belonging to the family of aryloxyphenoxypropionates and the compound DIM varies from 1: 1.5 to 1: 4, or from 1: 1.8 to 1: 2.2 in certain cases.

Haloxyfop is a herbicidal chemical substance of the formula C ₁₅ H ₁₁ CIF ₃ NO ₄ . It is also called haloxyfop-P or haloxyfop-.

Propaquizafop has the empirical formula C ₂₂ H ₂₂ CIN ₃ O ₅ .

With regard to the compound quizalofop-p-tefuryl, it has the formula C ₂₂ H ₂₁ CIN ₂ O ₅ .

Fluazifop-p-butyl has the formula Ci ₉ H ₂ OF ₃ N0 ₄ and is generally hydrolysed to fluazifop-β once absorbed by the plant to be treated. There is also fluazifop-butyl, which is hydrolyzed to fluazifop once absorbed into the plant.

Fenoxyprop-p-ethyl has the empirical formula Ci ₈ H ₆ ClNO ₅ . These compounds are active on annual and perennial plants.

In a very particular embodiment, the compound retained in the herbicidal composition is quizalofop-ethyl.

This chemical compound corresponds to a phytosanitary substance having a gross formula C ₁₉ H ₁₇ CIN ₂ O ₄ .

Quizalofop-p-ethyl is absorbed by the plant on which the composition according to the invention is applied, generally by spraying. The chemical compound is then conveyed, via the sap, to the growth zones of said plant, in particular leaves, stem or roots. In these areas, the compound disrupts their development, resulting in the arrest of growth and propagation of this plant.

More generally, all the compounds belonging to the chemical family of FOPs act, especially at the level of the growth zones, by inhibiting the lipid synthesis pathways of the plants to be eliminated, and more particularly the enzyme acetyl-coenzyme A carboxylase that intervenes in these pathways.

As regards the compound belonging to the family of cyclohexanediones, it is advantageously chosen from clethodim, cycloxydim and tepraloxydim.

This compound may also be chosen from the isomers or salts of the compounds clethodim, cycloxydim and tepraloxydim.

In particular, this compound consists of clethodim.

Thus, in one embodiment, the herbicidal composition according to the invention comprises quizalofop-p-ethyl and clethodim in ratios, percentages and concentrations as defined above.

Clethodim is a chemical compound belonging to the family of cyclohexanediones and corresponds to an active substance having a herbicidal effect. The crude formula of clethodim is C ₁₇ H ₂₆ CINO ₃ S.

Clethodim may be the only active substance in certain herbicidal compositions known in the state of the art. However, some crops, such as rapeseed or pea crops, may be susceptible to this substance. Thus, the plant that is actually desired to grow is likely to suffer some damage during the treatment of the crop, which is undesirable.

The mode of action of clethodim is based on the inhibition of fatty acid synthesis in plants. In fact, plant fatty acids are essential for the integrity of cell membranes, as well as for the growth of new plants.

More particularly, clethodim acts by inhibiting acetyl-coenzyme A carboxylase (or ACCase), which corresponds to the second enzyme involved in the synthesis route, on the one hand, fatty acids and, on the other hand, flavonoids. .

Other blends of FOP and DIM are particularly interesting. These are in particular the following mixtures:

haloxyfop and clethodim; - propaquizafop and clethodim;

fenoxaprop and clethodim;

fluazifop-p-butyl and clethodim;

- quizalofop-p-terfuryl and clethodim;

- quizalofop-p-ethyl and cycloxydim; and

- quizalofop-p-ethyl and tepraloxydim.

The herbicidal composition according to the invention makes it possible to propose a product having a high and very complete efficacy on all the weed species considered to be weeds harmful to crops. Moreover, said composition allows an effective treatment of both annual weeds and perennial weeds.

In addition, while some plant species resistant to ACCase inhibitor family compounds have appeared in Europe, the combination of the two compounds, in the particular ratio of the present invention, advantageously makes it possible to maintain the herbicidal efficacy.

Thus, the herbicidal composition that has been developed consists of a tool allowing the control of resistant plant species that are difficult and even impossible to eradicate. Said composition can also help to fight against the appearance of resistances.

For this purpose, the present invention also relates to a method for controlling at least one adventitious plant, which is indifferently annual or perennial, capable of spreading in a field of culture of another plant species, which is it , actively cultivated.

The method of controlling said adventitious plant is by means of the herbicidal composition according to the invention and the formulation of which has been detailed above, which composition is applied at the field of culture.

Advantageously, the composition used in the weed control method comprises quizalofop-p-ethyl and clethodim in a ratio varying from 1: 1.5 to 1: 4, or from 1: 1.8 to 1: 2,2; this ratio being 1: 2 in some embodiments. According to some embodiments, said composition is applied by spraying it at the level of the field on which the growth and propagation of the weeds are to be controlled.

Advantageously, said composition is applied post-emergence at the level of the weeds to be treated, that is to say that the composition is applied between the moment when the young plant emerges from the ground and the moment when it reaches maturity.

In certain embodiments, the herbicidal composition according to the invention is applied in a volume of 0.2 to 1.5 L per hectare (ha) of field to be treated. In some embodiments, this volume to be applied is between 0.5 and 0.8 L / ha.

In other words, the application rate of the first compound belonging to the family of FOPs, in particular quizalofop-p-ethyl, ranges from 8.5 to 315 g / ha of field, or from 13.1 to 112, 5 g / ha of field, according to the mass concentration of FOP compound which has been recalled previously.

In some cases, this rate of application of the compound belonging to the FOP family ranges from 17 to 170 g / ha, or from 32 to 60 g / ha. According to other possibilities, the application rate of FOP compound ranges from 35 to 56 g / ha.

As for the rate of application of the compound belonging to the family of DIMs, and consisting advantageously of clethodim, it ranges from 13 to 1260 g / ha of field, or from 27 to 216.6 g / ha. or at some 26 to 670 g / ha, or 67.5 to 115.5 g / ha, depending on the mass concentration of clethodim mentioned above. In a particular embodiment, this rate ranges from 70 to 112 g / ha.

It is also conceivable that the aryloxyphenoxypropionate compound is applied for values ranging from 10 to 30 g / ha of field and the cyclohexanedione compound is applied for values ranging from 20 to 60 g / ha.

The aryloxyphenoxypropionate compound can also be used at a rate of 14 g / ha and the cyclohexanedione compound at a rate of 28 g / ha. The aryloxyphenoxypropionate compound can also be used at a rate of 24.5 g / ha and the cyclohexanedione compound at a rate of 49 g / ha.

The invention also relates to a use of the herbicidal composition in which the aryloxyphenoxypropionate compound is applied at a level of between 10 and 30 g / ha and wherein the cyclohexanedione compound is applied at a rate of between 20 and 60 g / ha.

According to one possibility, the use of the herbicidal composition is carried out with the aryloxyphenoxypropionate compound applied at a rate of 14 g / ha and the cyclohexanedione compound applied at a rate of 28 g / ha.

Finally, according to yet another possibility, the invention relates to a use of the herbicidal composition so that the aryloxyphenoxypropionate compound is applied at a rate of 24.5 g / ha and the cyclohexanedione compound is applied at a rate of 49 g / ha. Ha.

A total volume of at least 50 L / ha of field is advantageously applied, in some cases ranging from 150 to 300 L / ha and in some cases from 200 to 250 L / ha of field.

Therefore, prior to the application step, the herbicidal composition is diluted in a total volume as indicated in the previous paragraph.

Advantageously, said herbicidal composition is diluted in an aqueous solution, comprising at least water, and may consist for example of an aqueous emulsion.

The aqueous solution may comprise other constituents, for example a stabilizing compound and / or a surfactant, and the like.

The total volume applied to the culture may also comprise, in addition to the herbicidal composition and the aqueous solution, other components.

Indeed, advantageously, before the application step of the herbicidal composition on the culture, the composition may be mixed with at least one adjuvant oil, which is likely to increase the effectiveness of the herbicidal composition. In one exemplary embodiment, a volume ranging from 0.2 to 1.5 L of composition or from 0.5 to 0.8 L of composition is mixed with a volume of about 1.0 L of oil. adjuvant for one hectare of field, before completing with the aqueous solution, to arrive at a total volume between 50 and 300 L / ha of said field.

More specifically, the combination of such an adjuvant oil with said composition would allow it to be maintained on the surface of the plant leaf to be treated, thereby causing a greater amount of herbicidal active ingredient to penetrate into the circulatory system of said plant. vegetal.

The adjuvant oil that can be mixed with the herbicidal composition of the invention can be of any type.

In particular, it may be either an oil of plant origin, or an oil derived from petroleum or an animal oil.

With regard to a vegetable adjuvant oil, it may preferably consist of an esterified rapeseed oil marketed under the trade name Actirob®B 1.0. Actirob®B 1.0 is hereinafter referred to as "Actirob".

When an oil derived from petroleum is used, this may be, for example, a paraffinic mineral oil.

The herbicidal composition according to the present invention is particularly effective for the control and elimination of weeds belonging to the family Gramineae (or Gramineae). The plants of this family can also be called Poaceae (or Poaceae).

Grasses are herbaceous, annual or perennial, and this family includes a large number of species.

In particular, some cereals grown, such as corn, wheat, barley, etc. belong to the Gramineae family. Cereals can, indeed, prove to be undesirable in certain fields of culture, in particular when a field was used, at first, to the culture of a species of cereals, and that it is then destined to receive another crop.

Unwanted regrowth of cereals may then be susceptible to development and, as a result, compete with the crop variety.

More particularly, the herbicidal composition according to the invention can be used in order to eliminate at least one adventitious plant chosen from the following weeds: annual bluegrass (Poa annua), quackgrass (Elytrigia repens), broccoli ( Bromus sp.), Volunteer cereals, and especially regrowth of common wheat (Triticum aestivum) and / or barley (Hordeum vulgare), ryegrass (Lolium sp.), Field foxtail (Alopecurus myosuroïdes), the crabgrass (Digitaria sanguinalis), the barnyard grass (Echinochloa crus-galli), the panicum millet (Panicum miliaceum), the foxtail (Setaria sp.), the sorghum of Aleppo (Sorghum halepense).

However, it is also conceivable that the composition is used to control any other type of weeds belonging in particular to the Gramineae family.

Thus, the herbicidal composition according to the invention makes it possible to treat a wide range of undesirable plant species that are likely to develop and spread in a crop of a given plant, thus slowing the growth of the latter.

Indeed, the herbicidal composition according to the invention can be used for the treatment of a wide variety of plants that are cultivated voluntarily.

Thus, said composition is advantageously used to treat dicotyledonous crop fields.

More particularly, the composition may make it possible to control the development of at least one adventitious plant in a dicotyledonous crop chosen from rapeseed (Brassica napus), beet (Beta vulgaris), protein pea (Pisum satlvum), sunflower (Helianthus). annuus), flax (Linum usitatissimum), soybean (Glycine max), alfalfa (Medicago sativa).

However, it is possible to further treat other types of cultures using the present composition.

Unless otherwise stated, all scientific and technical terms used hereinafter have the same meaning as commonly accepted by those skilled in the art of which the present invention belongs.

Although methods and materials similar or equivalent to those described hereinafter may be used in the practice or tests involving the invention, suitable methods and materials are described herein.

All applications, publications, patents and other references cited herein are incorporated in their entirety by reference herein. In case of conflict, this application, including the definitions, is authentic.

In the present application, the singular forms "a", "an", "the", "the" include plural references unless the context clearly indicates otherwise.

In this application, numeric values are often presented as ranges of values throughout this document. The ranges of values are used primarily for convenience and brevity and should not be construed as a strict limitation of the scope of the invention.

Therefore, the use of a range of values expressly includes all possible subdomains and all the individual numeric values included in that range, and any numerical values or numeric ranges including integers included in these ranges or sub-ranges. domains, as well as fractions of said numerical values or integers within these ranges, unless the context specifically indicates otherwise. This applies in all cases to the entire range of values and in all contexts throughout this application. So, for example, a range of 40-60% includes 41-59%, 42-58%, 43-57%, 41-58%, 41-57%, 41-56%, 41-55%, 41- 54%, 41- 53%, and so on.

In this application, a series of ratios is used primarily for convenience and brevity and should not be construed as a strict limitation of the scope of the invention.

The use of ratio series includes combinations of the top and bottom ratios to provide ratios in the form of a range of values. This construction applies in all cases to the entire range of values of the ratios and in all contexts throughout the present application.

The present invention is generally disclosed hereinafter using affirmative language to describe the many embodiments. The invention also specifically includes embodiments in which a particular object is excluded, in whole or in part, for example substances or materials, method steps and conditions, protocols, procedures, tests or analyzes.

Thus, although the invention is not generally expressed below in terms that formalize what the invention does not include, aspects not expressly included in the invention should, however, be considered disclosed therein.

The examples below make it possible to illustrate the effectiveness of the action of said composition against certain adventitious species, in particular ryegrass (Lollum multlflorum) and field foxtail (Alopecurus myosuroids), in crops of various species, such as rapeseed (Brassica napus) or beet (Beta vulgaris).

Example 1: Test of the effectiveness of the herbicide composition on ryegrass Tests have been conducted to show the effectiveness of the herbicidal composition according to the invention on an adventitious plant called ryegrass. This plant, also called multiflorid ryegrass or Italian ryegrass (Lolium multlflorum) is traditionally considered a weed.

The composition was tested on different plots of rapeseed (OSR for Oilseed rape, Brassica napus).

The test results are summarized in Table 1 below.

Table 1:

The results corresponding to the damage caused by the various compounds that were tested are expressed as percentage of weeds eliminated, from 0 to 100% compared to a control plot at which no herbicide treatment was applied. The value 0 corresponds to no damage observed on the weeds while the value 100 corresponds to an elimination of all the weeds.

The composition identified ALSNC10HCLQ01 0.8 corresponds to the herbicidal composition according to the invention. This composition ALSNC10HCLQ01 0.8 comprises quizalofop-p-ethyl and clethodim, these two compounds being present in the composition in a ratio of 1: 2.

More specifically, said herbicidal composition ALSNC10HCLQ01 0.8 has a mass concentration of 70 g / L in quizalofop-p-ethyl and a mass concentration of 140 g / L in clethodim.

In addition, a volume of 0.8 L of said composition was applied per hectare of the treated plot.

Quizalofop-p-ethyl and fluazifop-p-butyl belong to the family of aryloxyphenoxypropionates. 1.2 L of quizalofop-p-ethyl per hectare and 1.5 L of fluazifop-p-butyl per hectare were respectively applied.

Formulations comprising quizalofop-p-ethyl and clethodim in a 1: 1 ratio are commonly referred to as Q + C 1: 1 in the examples.

In these formulations, quizalofop-p-ethyl and clethodim are incorporated in equal proportions. In other words, the ratio of quizalofop-p-ethyl to clethodim is 1: 1.

The compositions ALSNC10HCLQ01 0.8, Q + C 1: 1 (0.4 - 0.5 liter per hectare) and quizalofop-p-ethyl (1.2 liter per hectare) that were tested were diluted, prior to their preparation. application in 1 L of an adjuvant oil (Actirob).

Various trials have been conducted in different fields where rapeseed (OS) is grown. The effectiveness of the various products and the herbicidal composition according to the invention was evaluated at different time intervals following the application of said products on the crop in question (DAA for "days after application"). For example, the efficacy of the products was measured 53 and 58 days after their application on the field rapeseed. These intervals after application are necessary and sufficient to make it possible to judge the final effectiveness of the tested products.

The results of the tests clearly show, on the one hand, that the herbicidal composition according to the present invention has an improved efficiency compared to herbicide compounds used alone, such as quizalofop-p-ethyl, fluazifop-p-butyl.

On the other hand, the herbicidal composition according to the invention also makes it possible to more effectively control the weed tested, namely ryegrass, than Q + C 1: 1.

Indeed, the herbicidal composition has an average efficiency of 92.7% while the Q + C 1: 1 has an average efficiency of the order of 83.3%.

In addition, for each of the tests conducted, the composition according to the invention showed an improved efficiency compared to the various other products that were tested in parallel.

Therefore, the modification of the ratio between the two active molecules in the herbicidal composition of the invention makes it possible to improve the effectiveness of said composition in the treatment of ryegrass.

Example 2: Test of the effectiveness of the herbicide composition on the foxtail

Tests have also been conducted to show the effectiveness of the herbicidal composition according to the invention on a second adventitious plant called foxtail. This annual plant is traditionally considered a weed in cultivated fields.

The cultures on which the composition was tested consist either of beet crops, (beet for sugar beet, Beta vulgaris) or rapeseed (OS for oilseed rape, Brassica napus.

The test results are summarized in Table 2 below. Table 2:

The compounds whose effectiveness has been evaluated are the same as in Example 1.

The herbicidal composition according to the invention, identified in the above table ALSNCIOHCLQOI, has the same clethodim and quizalofop-p-ethyl formulation as the composition which was tested in Example 1.

In the same way as in Example 1, different tests were conducted in different fields, in each of which is grown a plant of interest.

In this example, tests were conducted in two plots of rapeseed, on the one hand, and in a parcel of beet on the other hand.

The effectiveness of the various products and the herbicidal composition according to the invention was evaluated at different intervals following the application (DAA) of said products to the crop in question.

For example, the efficacy of the products was measured 44, 46 and 50 days after their application. As for example 1, the results of the tests that were conducted on the field foxtail illustrate that the composition according to the invention allows a more effective control of this adventitious plant of various cultures, compared to other compounds which are known from the state of the art.

Indeed, for all the tests whose results are shown in Table 2, the present composition shows a better elimination of weeds, whether in rapeseed or beet crops.

Table 3

Colby equation (Eff A + Eff B) - (Eff .A * Eff.B) / 100

All treatments were applied with an adjuvant oil (Actirob at 1.0 L / ha). Treatments are made at the 3-leaf stage, early tillering (BBCH 13-21)

Results: modalities treated:% efficacy compared to the control; Control: level of infestation in number of plants / m ²

The efficiencies calculated with the Colby equations are to be compared with the efficiencies observed with ALSNCIOHCLQOI. The values indicated in bold with the formulas ALSNCIOHCLQOI indicate a synergy within this formulation.

The abbreviation "BBCH" used in Table 3 and elsewhere in the application is a reference to the BBCH code (Biologische Bundesanstalt, Bundessortenamt und CHemische Industrie) usually used in industry to identify the phenological development stages of a plant, for many cultivated species.

Of course, the invention is not limited to herbicidal compositions illustrated and described above which may have variations and modifications without departing from the scope of the invention.

Claims

A herbicidal composition comprising a first compound belonging to the family of aryloxyphenoxypropionates and a second compound belonging to the family of cyclohexanediones, said composition being characterized in that the first compound and the second compound are present in said composition in a ratio varying from 1: 1 , 5 to 1: 4, i.e., the amount of said second compound in the composition is 1.5 to 4 times greater than the amount of said first compound, and in that the proportion first compound in said composition is between 20 and 40%, the proportion of second compound in said composition being between 60 and 80%.

Herbicidal composition according to the preceding claim characterized in that the first compound and the second compound are present in said composition in a ratio varying from 1: 1.8 to 1: 2.2, that is to say that the amount of said second compound in the composition is 1.8 to 2.2 times greater than the amount of said first compound, and in that the proportion first compound in said composition is between 31.2 and 35.7%, the proportion of second compound in said composition being between 64.3 and 68.8%.

A herbicidal composition according to any one of the preceding claims, wherein the ratio of the first compound belonging to the aryloxyphenoxypropionate family to the second compound belonging to the family of cyclohexanediones is of the order of 1: 2, ie that is, the amount of said second compound in the composition is twice as large as the amount of said first compound, the proportion first compound in said composition being of the order of 66.7% and the proportion of second compound in said composition being of the order of 33.3%.

A herbicidal composition according to any one of the preceding claims, wherein the first compound belonging to the family of aryloxyphenoxypropionates is selected from quizalofop-ethyl, haloxyfop, propaquizafop, quizalofop-p-tefuryl, fluazifop-p butyl, fenoxaprop-p-ethyl, the isomers of these compounds and the salts of these compounds.

A herbicidal composition according to any one of the preceding claims, wherein the second compound belonging to the family of cyclohexanediones is selected from clethodim, cycloxydim, tepraloxydim, the isomers of these compounds and salts thereof.

A herbicidal composition according to any one of the preceding claims wherein the compound belonging to the family of aryloxyphenoxypropionates is quizalofop-p-ethyl and the compound belonging to the family of cyclohexanediones is clethodim.

A herbicidal composition according to any preceding claim wherein the mass concentration of the first compound belonging to the family of aryloxyphenoxypropionates ranges from 65.6 to 75 g / L of composition and wherein the mass concentration of the second compound belonging to the family of cyclohexanediones ranges from 135 to 144.4 g / L of composition.

Herbicidal composition according to any one of the preceding claims, in which the mass concentration of the first compound belonging to the family of aryloxyphenoxypropionates is 70 g / l of composition and in which the mass concentration of the second compound belonging to the family of cyclohexanediones is 140 g / l of composition.

9. A method for controlling at least one adventitious plant, capable of developing in a field of culture of a plant to be cultivated, with a composition according to any one of claims 1 to 8 comprising at least a first compound belonging to the family of aryloxyphenoxypropionates and at least one second compound belonging to the family of cyclohexanediones, in which it is diluted between 0.2 and 1.5 L of said composition, or between 0.5 and 0.8 L, in a total volume of 50 to 300 L of a suitable aqueous solution and apply this total volume per hectare of the field.

10. A method of controlling at least one adventitious plant according to the preceding claim wherein the application rate of said first compound is between 13.1 and 112.5 g / ha of field, or between 32.8 and 60 g. / ha of field, or between 35 and 56 g / ha, and the rate of application of said second compound is between 27 and 216.6 g / ha of field, or between 67.5 and 115.5 g / ha or between 70 and 112 g / ha. 11. A method of controlling at least one adventitious plant according to one of claims 9 or 10, wherein, prior to the application step, the composition is mixed with an adjuvant oil. 12. Use of the herbicidal composition according to one of claims 1 to 8 for the control of at least one adventitious plant, belonging to the Gramineae family.

13. Use of the herbicidal composition according to the preceding claim for the removal of annual bluegrass (Poa annua) and / or quackgrass (Elytrigia repens) and / or bromine (Bromus sp.) And / or regrowths. cereals, in particular the regrowings of common wheat (Triticum aestivum) and / or barley (Hordeum vulgare), and / or ryegrass (Lolium sp.) and / or field foxtail (Alopecurus myosuroïds) and / or of crabgrass (Digitaria sanguinalis) and / or barnyard grass (Echinochloa crus-galli) and / or panic millet (Panicum miliaceum) and / or foxtail (Setaria sp.) and / or sorghum d Aleppo (Sorghum halepense).

14. Use of the herbicidal composition according to one of claims 12 or 13 for the treatment of a dicotyledonous culture.

15. Use of the herbicidal composition according to the preceding claim for the treatment of a crop selected from rapeseed (Brassica napus), beetroot

(Beta vulgaris), protein pea (Pisum sativum), sunflower (Helianthus annuus), flax (Linum usitatissimum), soybean (Glycine max), alfalfa

(Medicago sativa).

16. Use of the herbicidal composition according to one of claims 1 to 8 wherein the aryloxyphenoxypropionate compound is applied at a level between 10 and 30 g / ha and wherein the cyclohexanedione compound is applied at a rate of between 20 and 60 g / ha. Ha.

17. Use of the herbicidal composition according to one of claims 1 to 8 wherein the aryloxyphenoxypropionate compound is applied at a rate of 14 g / ha and wherein the cyclohexanedione compound is applied at a rate of 28 g / ha.

Use of the herbicidal composition according to one of claims 1 to 8 wherein the aryloxyphenoxypropionate compound is applied at a rate of 24.5 g / ha and wherein the cyclohexanedione compound is applied at a rate of 49 g / ha.