DD262791A5 - HERBICIDAL AGENT BASED ON A HERBICIDE OF THE TYPE GLYPHOSATE AND A HERBICIDE OF THE TYPE PHENOXYBENZOESAIC ACID AND ITS USE - Google Patents

Abstract

A herbicidal composition comprising at least one glyphosate herbicide and at least one phenoxybenzoic acid herbicide, preferably acifluofen sodium, in which the weight ratio of phenoxybenzoic acid herbicide to glyphosate herbicide is 1:12 to 1:50, preferably 1:15 to 1:30 , This agent is especially resistant to washout by precipitation occurring shortly after application.

Description

For this 3 pages tables

Field of application of the invention

The invention relates to novel herbicidal compositions based on a glyphosate type of herbicide and a phenoxybenzoic acid or phenoxybenzoic acid type herbicide.

Characteristic of the known state of the art

The glyphosate (or N-phosphonomethylglycine) and its salts are well-known broad spectrum herbicides against the annual and perennial (perennial) weeds. This herbicide class is best known for its postemergence activity and is used in agriculture and horticulture. However, it is still desirable to improve the herbicidal activity of these compounds.

It is also known that the glyphosate herbicides act relatively slowly. Generally, a period of about three weeks passes before the effects can be determined.

To remedy this drawback, it is stated in PCT / WO84 / 03607 that in the specific case of use in hobby gardens, the addition of a certain amount of acifluofen or one of its salts to the glyphosate herbicides accelerates the action of the glyphosate herbicides. In this context, an effective amount of glyphosate herbicide is used and so much acifluofen added that the weight ratio is practically 1: 8.33 to 4.2. It is noted, however, that in many cases the agents described exhibit a pronounced antagonism; This has the consequence that the effectiveness of the glyphosate herbicide is impaired. It has also been proposed to prepare blends of glyphosate and acifluofen on the spot not against garden weeds, but against field weeds or weeds in crops, for example soybeans. Thus, in the publication, 38th annual meeting, Sanberg et al., 1985, pages 86-89, it is stated that a dose of 430 g / ha of glyphosate combined with 70 g / ha of acifluofen exhibits a pronounced antagonism against the weeds tested and that this antagonism decreases when the ratio of glyphosate to acifluofen becomes smaller, i. h., When the proportion of acifluofen is increased.

In a second publication Ibid, pages 64 to 67, Frost et al. It is also confirmed that it is necessary to increase the acifluofen dose.

It is also noted in this latter paper that the spectrum of activity of glyphosate is narrowed, especially towards grass weeds.

Another disadvantage associated with the mode of action of glyphosate or its derivatives is that it is very easily leachable. That is, if it rains a few hours after application, this herbicide is largely removed. It is also desirable to improve the action of glyphosate-type herbicides on plants whose growth is slowed by low temperatures and / or low humidity, or to end-stage plants of the vegetation cycle.

Object of the invention

Unexpectedly, the invention makes it possible to overcome these disadvantages and, in particular, to achieve one or more of the following objectives:

- accelerating the action of glyphosate herbicides,

Improving the activity spectrum of the glyphosate herbicides,

Improving the herbicidal properties of the glyphosate herbicides,

Preventing the glyphosate herbicides from being washed out,

- Improvement of the activity of glyphosate herbicides against plants slowed down by low temperatures and / or low humidity or towards plants at the end of the growing cycle.

Explanation of the essence of the invention

According to the invention, the herbicidal composition comprises at least one herbicide of the glyphosate type (I) and at least one phenoxybenzoic acid type herbicide or its derivatives (VIII) and is characterized in that the weight ratio of (VIII) :( 1) is 1:12 to 1: Is 80, preferably 1:15 to 1:50.

This corresponds to a molar ratio of (VIII) :( 1) - taking into account the molar equivalent, attributed to the acid in both (I) and (VIII) - from 1.2: 12 to 1.2: 80, preferably from 1 , 2: 15 to 1.2: 50.

The glyphosate herbicides which can be used according to the invention are, above all, compounds which correspond to the following formulas I and Ia as well as their metabolites and derivatives. These compounds are represented by the following formulas I and Ia:

OR ¹

O = P-CH ₉ -NH-CH ₀ -Z · (D ₁

in which Z represents a cyano group or COOR;

R is a hydrogen atom or is selected from the following groups: lower alkyl groups, lower alkenyl or alkoxyalkyl groups, aryl groups having 6 to 10 carbon atoms and optionally 1 to 3 substituents independently of one another, selected from lower alkyl groups, lower alkoxy groups, halogen, trifluoromethyl, nitro and cyano; or a compatible cation that can form a salt;

R ¹ and R ² are the same or different and are hydrogen atoms or are selected from lower alkyl groups, aryl groups, substituted aryl groups or biphenyl or are compatible cations which can form salts.

OR ³ Z ² "

¹ 1 (la)

O =. P - CH - NH ₉ - CH ₀ - Z ¹

OR ⁴

Z ^{2 is} a compatible anion capable of forming a salt;

R ³ and R ^{4 are the} same or different and represent hydrogen atoms or lower alkyl groups or aryl groups, optionally substituted, or biphenyl;

Z ^{1 represents} a cyano group or COOR ⁵ ;

R ^{5 may have} the same meaning as R, except the meaning cation.

In the case of the compounds of the formulas I and Ia, those in which Z and Z ^{1 are} each COOR and COOR ⁵ are preferred. With respect to formula I, the preferred compounds are those wherein R, R ¹ and R ^{2 are the} same or different and are hydrogen or compatible cations. Organic ammonium salts of formula I, especially those in which R is a cation derived from isopropylamine, give good results and are commercially available. Organic sulfonium or sulfoxide salts (for example, those in which R ¹ and / or R ^{2 represent} the trimethylsulfonium or trimethylsulfoxide cation) are also suitable. An example of a compound of Formula I or Ia is the isopropylamine salt of N- (phosphonomethyl) glycine, which is the active ingredient in Monsanto's marketed Roundup herbicide.

The preferred compounds of formula Ia are those in which R ³ and R ^{4 are the} same or different and are lower alkyl groups or aryl groups and in which Z ^{1 is} a group COOR ⁵ , wherein R ^{5 is} a lower alkyl group or aryl group.

The herbicidally acceptable cations and anions are those which are part of a salt of formula I or I a and which do not affect the herbicidal properties of the compounds. The salt form is generally more water-soluble and more advantageous than the corresponding free acid or free base.

Examples of compatible cations are cations of alkali metals such as sodium or potassium, cations of alkaline earth metals such as calcium or magnesium, cations of copper, zinc, iron, nickel, manganese, ammonium or organic ammonium (compounds), phosphonium, sulfonium or sulfoxide; these cations preferably have a molecular weight below 300. The suitable organic ammonium cations include amine derivatives, especially aliphatic, cyclic or heterocyclic amines having 1 or 2 amino groups, such as alkylamines, alkyleneamines, alkenylamines and alkanolamines. Examples of amine derivatives include, but are not limited to, methylamine, ethylamine, n-propylamine, isopropylamine, n-butylamine; Isobutylamine, sec-butylamine, n-amylamine, isoamylamine, hexylamine, heptylamine, octylamine, nonylamine, decylamine, undecylamine, dodecylamine, tridecylamine, tetradecylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, methylethylamine, methylisopropylamine, methylhexylamine, methylnonylamine, methylpentadecylamine, methyloctadecylamine, ethylbutylamine , Ethylheptylamine, ethyloctylamine, hexylheptylamine, hexyloctylamine, dimethylamine, diethylamine, di-n-propylamine, diisopropylamine, di-n-amylamine, diisoamylamine, dihexylamine,

Diheptylamine, dioctylamine, trimethylamine, triethylamine, tri-n-propylamine, triisopropylamine, tri-n-butylamine, triisobutylamine, tri-sec-butylamine, tri-n-amylamine, n-propanolamine, isopropanolamine, diethanolamine, Ν, Ν'- Diethylethanolamine, N-ethylpropanolamine, N-butylethanolamine, allylamine, n-butenyl-2-amine, n-pentenyl-2-amine, 2,3-dimethylbutenyl-2-amine, dibutenyl-2-amine, n-hexenyl-2 amine and propylenediamine; primary aromatic amines such as aniline, methoxyaniline, ethoxyaniline, ο-, m- and p-toluidine, phenylenediamine, 2,4,6-tribromoaniline, benzidine, naphthylamine, o-, m- and p-chloroaniline; heterocyclic amines such as pyridines, morpholine, piperidine, pyrrolidone, indoline, azepine.

Suitable organic sulfonium and sulfoxide cations include cations with Cr to Ci ₀ alkyl groups, preferably lower C ₁ - to C ₅ alkyl groups in the case of sulfonium and C ₁ - to C ₁₀ alkyl groups, preferably lower alkyl groups in the case of Sulfoxidkationen such as trimethylsulfonium, ethyldimethylsulfonium, tripropylsulfonium, trimethylsulfoxide, triethylsulfoxide, etc. These salts are described in detail in US Pat. No. 4,315,765. The suitable phosphonium cations include, but are not limited to, those represented by the following formula:

R * - P - R ^c

in which R ^a , R ^b and R ^{c are the} same or different and are phenyl or C ₁ - to C 10 -alkyl groups, preferably lower alkyl groups. These salts are described in US Pat. No. 4,341,549. Other examples of suitable cations are described in U.S. Patent 3,799,758.

Suitable compatible anions include, but are not limited to, the chloride, bromide, fluoride, sulfate, sulfite, bisulfite, phosphate, orthophosphate, carbonate, bicarbonate, acetate, butyrate, benzoate, and maleate ions, etc ,

The compounds of formulas (I) and (Ia) are described, for example, in the following U.S. Patents 3,799,758, 3,835, 000, 950, 402, 407,718, 4,008,296, 4,477,719 and 4,369,142, which are incorporated herein by reference.

A variety of compounds that are metabolized by the green plants or that act in an equivalent manner to that of the active moiety (phytotoxic) of the glyphosate can also be used. These compounds include, for example, the compounds of the formulas I and Ia and the following formulas:

OR ¹

I P -CH'-N-Z

OR * R ⁱ⁰

OR ^J Z

2 -

I +

0-P-CH ₂ -NH ₂ -Z ₃

OR ⁴

^0R 'OR ^!

I i

O = P - CH ² --N - CH ² --N - CH ² - P «O

OR 'Z ⁴ Z <OR ²

OR ¹ OR ¹

I i

P-CH ₂ -N-CH ₂ -PmO d ^v >

III

OR ² Z ¹ OR ²

OR ¹ Z *

I i

O · = P - CH ₂ -NO '(V)

OR ² CH ₂ -R *

r'-o or ³

I i

O = P-O-P = O

I · (Vi)

Z ¹ - * NH ₂ --CH ₂ CH ₂ --NH ₂ --Z ³

R'-O 0 -R ¹

I i

O = P-O-P = O

II ₄ (VIl)

Z-NH-CH ₂ CH ₂ -NH-Z

In these formulas have

Z ² , R ¹ , R ² , R ³ and R ⁴ are as defined above; Z ⁴ is a group-CH ₂ CN; -CONHOH (or its tautomeric form -C (OH) = NOH); -CH ₂ COOR, wherein R has the meaning given above; -CONR ⁷ R ⁸ , wherein R ⁷ and R ^{8 are the} same or different and also have the meanings given for R; Z ³ is a group -CH ₂ CN; -CONHOH (or its tautomeric form -C (OH) = NOH); -CH ₂ ; -COOR ⁵ or-CONR ⁵ R ^s , wherein the different groups R ^{5 are the} same or different and have one of the meanings given above.

R ⁵⁰ is a lower alkyl, lower alkoxy, hydroxy, lower alkanoyl, optionally substituted arylcarbonyl, trifluoroacetyl, lower alkylthio, lower alkanoyl group, an amino, alkylamino, nitro or nitroso group or one of the group COOR ⁹ , -OCH; -COOR ¹⁰ , -CH ₂ P (O) OR ¹⁵ (OR ²⁵ ), -S (O) m R ¹¹ , -SO-XR "or -CO-S (O) m R ¹² in which R ^{9 is a} lower alkyl, lower alkenyl, optionally substituted aryl group, R "is a lower alkyl or optionally substituted aryl group, X is -O or-S, R ^{12 is} the lower alkyl, lower alkenyl, lower alkynyl optionally substituted aryl or optionally substituted aryl-lower alkyl group, m = 0.1 or 2; R ¹⁵ , R ²⁵ and R ¹⁰ have the same meanings as given above for R ¹ , R ⁶ represents a hydrogen atom or a lower alkyl group, an optionally substituted aryl group, an optionally substituted lower aryl group, an optionally substituted aryl-lower alkyl group , a group -COOR ⁵ or -P (O) (OR ³ ) (OR ⁴ ) in which R ³ , R ⁴ and R ⁵ correspond to the definitions given above.

The compounds of formulas II to VII given above are well known and may be prepared by known methods or similar methods. These compounds and processes are described in U.S. Patent Nos. 4,035,177, 4,175,946, 4,251,258, 4,231, 782,432,238, 4,322,239, 4,323,387, 4,300,942, 4,300,943; US Search Report 220001 (Derwent No. 73821 E / 35); British Patent 2,090,596; BE-PS 888001; Japanese Patent Nos. 56139408, 57120595 and 57099597; EP-A-39310; DE-OS 2361 382, to which reference is hereby made.

The substituted phenoxy group-containing benzoic acid derivatives which can be used in the present invention include compounds comprising 2-nitro-5-phenoxy-substituted benzoic acid and its derivatives and are represented by the following formula (VIII):

(VIII)

in which Z ^{6 is} a chlorine atom or the group CF ₃ ;

Z ^{5 represents} a chlorine or fluorine atom;

Z ^{7 is} a hydrogen, chlorine or fluorine atom;

Z ^{8 represents} a chlorine atom or a nitro group;

ρ has the value 0 or 1;

R ¹³ and R ^{14 are the} same or different and denote hydrogen atoms or methyl groups; Z ^{9 represents} a hydroxy or alkoxy group (in particular lower alkoxy group) or OM (where M is an alkali metal or alkaline earth metal atom, in particular Na or K) or a lower alkylsulfonamide group.

Among these compounds, preferred are those corresponding to the above formula VIII in which Z ^{6 is} a CF ₃ group, Z ^{8 is} the nitro group, Z ^{5 is} a group CP, Z ^{7 is} a hydrogen atom, because this is particularly well fulfill the enumerated objectives of the invention.

Among these are preferred:

Acifluofen, which is the compound in which ρ = 0 and Z ⁹ = OH or the potassium or sodium salts of acifluofen (Z ⁹ = OM, M = Na or K)

- Fomesafen, that is the compound in which ρ = O and Z ⁹ = N-methylsulfonamide (-NH-SO 2 CH 3)

Benzofluofen in which ρ = 1, R ¹³ and R ¹⁴ = H and Z ^{9 is} a group OEt

 Among these latter, acifluorfen sodium is particularly preferred.

According to the invention, the novel agrochemical compositions may contain mixtures of active ingredients and conventional excipients and carriers known in practice, such as surface-active agents, carriers and diluents. If the composition contains two components or active substances, the systemic herbicide and the phenoxybenzoic acid derivative or more than two components, it is desirable that the said agents are mixed well, homogeneously and / or uniformly. This mixture can be achieved by means of a special stirring (or grinding) work. The agents can be prepared by mixing in the tub or by means of premixes; Premixes are preferred.

In a method of weed control, an effective amount of a herbicidal agent is applied to plants which are to be destroyed. This method of treatment is destructive and in particular allows the control or control of the growth of the weeds and, if appropriate, their complete or partial eradication.

The herbicidal compositions or mixtures of active substances - as described above and usable according to the invention - are applied in a suitable manner to the foliage of the plants, in particular to weeds, which are to be destroyed, for example when the latter have green foliage.

The herbicidal agents can also be used shortly before harvesting to kill weeds whose roots live in the soil after harvesting. It is therefore possible to sow or replant soon after harvesting without the need to mechanically (manually or otherwise) remove the weeds. However, this method is limited to cases where the applied herbicides are not left behind and / or are selective to the crop plant to be grown after harvesting.

Generally, the glyphosate type systemic compound will be applied to the plants at a dose of from 0.3 to 0.9 kg / ha, preferably from about 0.4 to about 0.8 kg / ha, and more preferably from about 0.5 to about 0.7 kg / ha applied.

The compounds of formula (VIII) are used as chemical substances which modify the membranes; a dose of advantageously about 0.005 to about 0.1 kg / ha and preferably from about 0.02 to about 0.08 kg / ha is applied.

The weight ratio of phenoxybenzoic acid herbicide to glyphosate herbicide is in the range of 1:12 to 1:80, preferably in the range of 1:15 to 1:50.

With the aid of the compositions according to the invention, the following weeds can be effectively controlled:

Dicots: Xanthium, Ipomoea, Sesbania, Abutilon, Polygonum, Amaranthus, Chenopodium, Sinapis, Datura, Solanum, Euphorbia, Bidens, Galinsoga.

Monocotyle: (grass weeds) Setaria and Echinochloa.

The agent according to the invention makes it possible to control a broad spectrum of annual and perennial, monocotyledonous and dicotyledonous weeds. The destruction of the weeds with the aid of the agents according to the invention enables a good preparation of the soil for the subsequent development of crops, such as cereals, wheat, rice, cotton, soy, beets (especially sugar beets), sunflowers, oilseed rape, vegetable crops and effective weed killing in perennial crops (wine, fruit plantations).

The agent according to the invention also enables rapid control of plants, especially of weeds, since the herbicidal effect becomes visible and effective shortly after treatment, much earlier than with the glyphosate herbicide alone, when used in higher doses.

The agent according to the invention also prevents the glyphosate or its derivatives from being washed out.

In practical use, the herbicidal compositions usually contain one or more other component (s) than the glyphosate compounds and their derivatives (hereinafter called active ingredients). These agents, which can be used as herbicidal agents, contain the active ingredients in combination with the solid or liquid carriers and surface-active agents that are acceptable in agriculture. Common inert carriers and common surfactants can be used. These agents are also part of the invention.

These agents may further contain other ingredients such as protective colloids, adhesives, thickeners, thixotropic agents, penetrants, activators, stabilizers, scavengers, and the like. and other known active ingredients with pesticidal (especially insecticidal, fungicidal or herbicidal) properties or with properties that regulate plant growth. In general, the agents used according to the invention may contain any solid or liquid additives which correspond to the customary formulation method.

In the following description, the percentages are by weight unless otherwise specified.

The activators are compounds which generally are non-herbicidal in normal doses (about 0.5 to about 5 kg / ha) but can markedly enhance the herbicidal activity of the glyphosate compounds. Most of these activators are well known. Certain activators are surfactants as described below, especially polyethoxylated phenols, alcohols or amines. Certain activators are ammonium salts, especially chlorides, sulfates, inorganic or organic phosphates of ammonium. Other activators can be used. The activators, which usually enhance the herbicidal activity of the glyphosate compounds, are also useful in the present invention when the phenoxynitrobenzoic acid derivatives find use. The amount of activators used in the agents of this invention may be from about 0.1% to about 500%, based on the amount of glyphosate compound, and is preferably in the range of from about 50 to about 350%. This percentage depends on the nature of each activator used

The doses of the compounds used according to the invention can vary within wide limits, in particular according to the nature of the plants which are to be destroyed and / or the degree of weed infestation

Judge cultures. '

Generally, the compositions of the invention will usually contain from about 0.05% to about 95% of one or more active agents of the invention, from about 1% to about 95% of one or more solid or liquid carriers, and optionally from about 0.1% to about 50% of one or more surface active agents ,

The agents preferably contain 10 to 50% by weight, based on the total weight, of the two active compounds of the formulas (I) and (VIII), preferably 15 to 30%.

As already indicated, the active compounds used according to the invention are generally combined with carriers and optionally with surface-active agents.

As used herein, "carrier" is an organic or inorganic ingredient of natural or synthetic origin, with which the active ingredients are combined to facilitate application to the plant on seeds or on the ground.

This carrier is thus generally inert and must be agriculturally acceptable, especially to the treated plant. This carrier can be a solid (clays, natural or synthetic silicates, silica, resins, water, solid fertilizers, etc.) or a liquid (water, alcohol, especially butanol); Esters, in particular methylglycol acetate; Ketones, especially cyclohexanone and isophorone; Petroleum fractions; paraffinic or aromatic hydrocarbons, in particular the xylenes; aliphatic chlorohydrocarbons, in particular trichloroethane or aromatic hydrocarbons, in particular chlorobenzenes, water-soluble solvents, such as dimethylformamide, dimethyl sulfoxide or N-methylpyrrolidone, liquefied gases, etc.

The surfactant may be an emulsifier, a dispersant or wetting agent of ionic or nonionic type, or a mixture of these surfactants. For example, salts of polyacrylic acids, salts of lignosulfonic acids, salts of phenolsulfonic acids or naphthalenesulfonic acids, polycondensation products of ethylene oxide and fatty alcohols, fatty acids or fatty amines, substituted phenols (especially alkylphenols or arylphenols), ester salts of sulfosuccinic acid, taurine derivatives (especially alkyl taurates), phosphoric acid esters of alcohols or polycondensation products from ethylene oxide and phenols, fatty acid esters of polyols and derivatives of the above compounds with sulfate, sulfonate and phosphate groups. The presence of at least one surfactant is generally desirable.

For their use, the active ingredients used in the invention are generally brought into the form of agents.

These agents according to the invention can take various solid or liquid forms. Forms of the agents according to the invention include water-soluble powders (with an active substance content of up to 80%) and water-soluble granules, in particular the granules obtained by extrusion, compression, impregnation of a granular carrier or by granulation from a powder (the active substance content of these granules is about 0, 5 to about 80% in these latter cases), as well as aqueous solutions. The water-soluble solutions or concentrates (especially powders or granules) also usually contain from about 5 to about 80% active ingredients, while the ready-to-use emulsions or solutions generally contain from about 0.01 to about 20% active ingredients. In addition to the solvent, the solutions or concentrates may contain from about 2 to about 50% of suitable additives, such as stabilizers, surfactants, penetration facilitators, corrosion inhibitors, dyes or adhesives.

Emulsions of any desired concentration, which are particularly suitable for application to the plants, can be obtained from these concentrates by dilution with water.

All of these dispersions or aqueous spraying solutions may be applied to the plants of crops to be weed-cleared by any suitable means, such as spraying, at rates generally from about 100 to about 1200 liters of spray mixture per hectare ,

The agents according to the invention are expediently applied to the vegetation and in particular to the weeds which are to be destroyed, as long as they have green foliage.

embodiments

In the following, non-limiting examples, the invention and the possibility of its practical application will be explained in more detail.

Example 1 ·

Application of the herbicidal composition after emergence of the various plant species.

(In the greenhouse)

7 x 7 χ 8cm pots were filled with light sand for crops and a certain number of seeds were planted depending on the plant species and the thickness of the seed.

Then, the seeds were covered with a layer of soil about 3 mm thick and allowed to germinate until a shoot of a suitable stage had developed. The stage of treatment for grassy plants is the stage of "second leaf formation." The stage of treatment for dicotyledonous plants is the stage of "development of the cotyledons and development of the first true leaf".

The pots were then sprayed with an amount corresponding to an application rate of 500 l / ha containing the active ingredients in the desired concentration. The spray mixture contained a tank mix prepared by mixing:

- Water,

An aqueous solution containing 240 g / l of sodium acifluofen (the concentration in g / l and the doses in g / ha relate to the acid form of the acifluofen),

An aqueous solution containing 360 g / l isopropylammonium N-phosphonomethylglycine (which is the acid form of the glyphosate, the concentration in g / l and the doses in g / ha relate to the acid form), which also contains 15% of a polyethoxylated compound as a surfactant contained.

Various concentrations of the active ingredients in the spray mixture were applied according to different doses of the applied active ingredients.

The treated pots were then placed in wells that were watered from below and held for 24 h at room temperature and relative humidity of 70%.

On the 13th and 29th day after the treatment, the number of live plants in the pots treated with the spray mixture containing active ingredient was counted; the number of live plants was also counted in a control pot which had been treated under the same conditions but with no active ingredient. The figure of 100% means that the considered plant species had been completely destroyed; the figure of 0% indicates that the number of live plants in the pot treated was equal to the number in the control pot.

In Example 1, the following plants were used: purple winds (Ipomoea purpurea) and yellow purslane (Portulaca oleracea). The experiments carried out showed the remarkably early herbicidal effect of the compositions according to the invention in post-emergence treatments (see Tables I, II and III at the end of the description).

Example 2

field test

The field was divided into 5m ² large plots. In each parcel, several species were sown in rows 15cm apart. The species included the following monocotyledonous plants:

Wild oats: Avena fatua (AVEFA)

Barnyardgrass: Echinochloa crus-galli (ECHCG)

Raygrass: Lolium multiflorum (LOLMU)

Millet: Panicum miliaceum (PANMI)

and the following dicotyledonous weeds:

Curved Foxtail: Amaranthus retroflexus (AMARE)

Ackersenf: Sinapis arvensis (SINAR).

Once all plants had reached at least the 2-3 leaf stage, d. H. about three weeks after sowing, treatments were carried out by preparing tank mixtures of the active ingredients in appropriate concentrations and spraying them over the plant rows in a volume of 500 l / ha to obtain the proper percentages. An untreated plot was placed next to each treated parcel row for purposes of comparison and counting. The counts were made at various intervals after the treatment and the percent destruction results were reported for each species compared to the same species on an untreated plot.

Five days after the treatment, the herbicidal effect was observed. The same drugs and doses as in the previous example had been used. A remarkably early herbicidal effect was observed. As indicated in Table III at the end of the description. In this example, the plants were washed off 15 hours after the treatment with a rain (20 mm of water).

Table I

Plant species and dates of the estate Glyphosate doses g / ha no Acifluor fen Acifluorfen: 10 g / ha T + 29 0 Portulaca T + A3 10 Ipcmoea Γ + 13 Γ + 29 125 0 0 Ipcmoea 0 T + 13 20 '- Portulaca Γ + 13 Γ + 29 125 0 10 T + 13 0 - - 80 Ipcmoea Γ + 13 Γ + 29 250 0 0 0 20 80 - Portulaca Γ + 13 Γ + 29 250 0 20 - " - - 95 20 98 -

Table II

³ kind of plants and the nature of the treatment Glyphosate doses g / ha no Acifluor fen Acifluorfen: 20 g / ha T + 29 0 Portulaca T + 29 10 Ipomoea Γ + 13 Γ + 29 125 0 0 Ipcmoea 80 T + 13 20 - Portulaca Γ + 13 Γ + 29 125 0 10 T +13 0 - - 90 Iponoea Γ + 13 Γ + 29 250 0 0 0 80 90 - Portulaca Γ + 13 Γ + 29 250 0 20 - - - 100 98 100 -

Table III

Cans g / ha AVEFA ECHCG LOIMQ PANMI AMARE SINAR sodium 50 9 7.5 6.5 7.5 25 22.5 Mixture of glycol phosphate salt preparations and sodium acyl fluoride solutions 200 + 5 400 + 5 400 +20 27.5 70 70 35 67.5 70 37.5 62.5 62.5 37.5 67.5 72.5 60 70 85 40 65 72.5

Claims (8)

claims: 1. A herbicidal composition containing at least one glyphosate herbicide and at least one phenoxybenzoic acid herbicide, characterized in that the weight ratio of phenoxybenzoic acid herbicide to glyphosate herbicide is 1:12 to 1:80. , 2- O = P - CH - - NH OR ⁴ - CH ₂ - Z corresponds, in the Z ^{2 is} a compatible anion capable of forming a salt; R ³ and R ^{4 are the} same or different and represent hydrogen atoms or lower alkyl groups or aryl groups, optionally substituted, or biphenyl; Z ^{1 is} a cyano group or COOR ⁵ ; R ^{5 is} a hydrogen atom or a lower alkyl, alkenyl or alkoxyalkyl group; an aryl group of 6 to 10 carbon atoms optionally bearing 1 to 3 substituents independently of one another for a lower alkyl or alkoxy, halogen, trifluoromethyl, nitro and Cyano group stand; and that the phenoxybenzoic acid herbicide is a compound of formula VIII CO- (O-CR ¹³ R ¹⁴ -CX>) -Z ⁹
P (VIII) is in the Z ^{6 represents} a chlorine atom or the group CF ₃ ; Z ^{5 represents} a chlorine or fluorine atom; Z ^{7 is} a hydrogen, chlorine or fluorine atom; Z ^{8 represents} a chlorine atom or a nitro group; ρ has the value O or 1; R ¹³ and R ^{14 are the} same or different and denote hydrogen atoms or methyl groups; Z ^{9 represents} a hydroxy or alkoxy group or a lower alkyl-sulfonamide group or OM in which M is an alkali or alkaline earth metal atom. 2. Composition according to claim 1, characterized in that the weight ratio of phenoxybenzoic acid herbicide to glyphosate herbicide 1:15 to 1:50. 3. Composition according to claim 1, characterized in that the glyphosate herbicide of the formula I. OR ¹ O = P-CH_-NH-CH - Z ¹ o (I) corresponds, in the Z represents a cyano group or COOR; R is a hydrogen atom or is selected from the following groups: lower alkyl groups, lower alkenyl or alkoxyalkyl groups, aryl groups having 6 to 10 carbon atoms and optionally 1 to 3 substituents independently selected from lower alkyl groups, lower alkoxy groups, halogen, trifluoromethyl, nitro and cyano ; or a compatible cation that can form a salt; R ¹ and R ^{2 are the} same or different and represent hydrogen atoms or are selected from lower alkyl groups, aryl groups, substituted aryl groups or biphenyl or are compatible cations which can form salts; or formula la OR 4. A composition according to claim 3, characterized in that in the compounds of formula (VIII) Z ^{5 is} a chlorine atom, Z ^{6 is} a CF ₃ group, Z ^{7 is} a hydrogen atom and Z ^{8 is} a nitro group. 5. Composition according to claim 4, characterized in that the compounds of formula (VIII) are selected from: Fomesafen, Benzofluofen, lactofen and preferably acifluofen or one of its sodium or potassium salts and in particular Acifluofen sodium. 6. Composition according to one of claims 1 to 5, characterized in that it is a ready-mixed mixture. 7. Composition according to one of claims 1 to 5, which is diluted before being applied to the plants with water, characterized in that it contains 10 to 50 wt .-% of the combination of both active compounds of the formula (I) and (VIII), preferably 15 contains up to 30% by weight. 8. Use of a herbicidal composition containing at least one glyphosate herbicide and at least one phenoxybenzoic acid herbicide, wherein the weight ratio of phenoxybenzoic herbicide to glyphosate herbicide is 1:12 to 1:80, characterized in that it is postemergence treatment of weeds, in an amount of 0.3 to 0.9 kg / ha, preferably 0.4 to 0.8 kg / ha and especially 0.5 to 0.7 kg / ha for the glyphosate herbicide and in an amount from 0.005 to 0.1 kg / ha, preferably 0.02 to 0.08 kg / ha for the phenoxybenzoic acid herbicide.