CZ25696A3 - Herbicidal agent, activity promoter for enhancing the herbicide efficiency and culture plant treating method - Google Patents

Abstract

A herbicide composition comprising one or more active ingredients, known per se, such as benzofuran, bipyridine, hydroxybenzonitrile, carbamoyl phenyl carbamate, pyridazine, quinoline, sulphonyl urea or triazine herbicide, and one or more activity-promoting agents for improving the efficacy of the active ingredient/ingredients. According to the invention, the herbicide comprises at least one activity-promoting agent which is tetraalkoxylated alkyl diamine with general formula (I) in which R1, R2, R3 and R<4> are groups which, independent of each other, conform to formula (II), in which one of groups A and B is hydrogen and the other a lower alkyl group, and p+q = 5-150, and n = 1-6, whereby the molecular weight of the compound according to formula (I) is in the range of about 1 000-40 000.

Description

The art of at least one or more active ingredients known per se, such as bipyridine, hydroxybenzonitrile, carbamoyl phenylcarbamate, pyridazine, quinoline, sulfonylurea or triazine herbicides, and one or more activity promoters to improve the efficacy of the active ingredient or ingredients. The invention further relates to a method of treating stands, such as sugar beet stands and the like, with a herbicide and activity promoter to enhance the efficacy of the active ingredient of a herbicide such as benzofuran, bipyridine, hydroxybenzonitrile, carbamoylphenylcarbamate, pyridazine, quinoline, sulfonylurea or triazine.

BACKGROUND OF THE INVENTION

The effectiveness of the herbicides applied to the leaves can be enhanced by surfactants which reduce the surface tension of the herbicides, allowing the spray droplets to be more regularly distributed over the press surface, thus increasing the area of contact between the herbicide and the leaf surface. Lipophilic surfactants can be used to achieve more effective herbicide penetration due to their ability to dissolve waxes. Hydrophilic surfactants can be used to improve translocation within plants.

Traditionally, the water-insoluble ingredients are formulated into emulsion concentrates and the active ingredients insoluble in organic solvents into wettable powders. Both of these types

however, the formulations are very hostile to the user for the toxicity and flammability of solvents and for problems with packaging materials and storage. Wettable powders are problematic due to heavy dustiness.

Due to the above problems, attempts have been made to make more user-friendly suspensions or granules suspended in water. In these, however, the active ingredients are in particulate particles, unlike emulsion concentrates, where they are in the form of dissolved molecules, which usually suffers from biological activity because larger particles do not penetrate into plants as well as molecules.

Consequently, the insoluble active ingredient particles must be milled to a powder of maximum fineness and their penetration and translocation properties improved by activity promoters such as oils, organic solvent additives and / or surfactants. Particularly when carbamoylphenylcarbamate-containing herbicides are used, exceptionally high amounts of these additives need to be added to achieve sufficient biological activity.

The grinding is carried out by means of jet and suspension mills, which enable to obtain the active ingredients of maximum fineness, preferably of the order of 1 to 5 μπι, to ensure the biological effect. Fineness is also required to obtain stable suspensions, improve storage stability of suspension concentrates, and improve suspension properties of suspended granules.

GB 998264, for example, shows that ethoxylated fatty amines improve the leaf absorption of certain herbicides such as paraquat and glyphosate. However, ethoxylated fatty amines have a significant disadvantage because they gel in water, reducing their ability to dissolve the surface waxes of the leaves and the penetration of herbicides is not optimal. On the other hand, increasing the amount of surfactants can promote phytotoxic properties, which damages the host plant. Moreover, these ethoxylated fatty amines are highly hydrophilic, thereby losing the advantage of lipophilicity, i.e. increased herbicide penetration through the wax layer of the leaf. Thus, hydrophilic surfactants, such as fatty amines, are particularly suitable only as additives to hydrophilic active agents such as paraquat and glyphosate.

It is further known from EP 0 257 686 that ethoxy-propoxy monoamines can improve the biological activity of herbicides. The fatty amines or fatty amidoamines / xmazazole / γ 'produced by this activity promoter contain at least one higher C8-C22 residue attached to one or more nitrogen atoms. The molecular weight of the activity promoter should be less than 2500.

WO 91/13546 further discloses how to use ethoxy-propoxylated block copolymers in the form of water-soluble thermoactive binders as additives for granulation.

EP 417 896 discloses a pesticidal composition comprising a water insoluble pesticide and a surfactant. Surfactant consists of polyethoxylated poly (ethylene diamine) and the polyol esters of C -C _{2 O} 2 ^- unsaturated aliphatic acid.

SUMMARY OF THE INVENTION

It is an object of the invention to provide an improved herbicidal composition.

In particular, it is an object of the present invention to provide an improved activity promoter for enhancing the efficacy of the active ingredient of the herbicide. To achieve these objectives, the subject matter of the present invention is that the herbicide comprises at least one activity promoter which is tetraalkoxylated alkyldiamine. Advantageously, the activity promoter activity can be synergistically improved with an ethoxy-propoxyblock copolymer. It has now surprisingly been found that tetraalkoxylated alkyldiamines of the formula I

Λ .-; ί-ζ

Ri Ra \ /

N - (CH ₂ ) _n - N / \

R ₂ R <(I) where η = 1 to 6,

... A B __________________ ___________ \ \

R 1, R ₂ , R ₃ and R ₄ = - (CH ₂ -CH-O) _p - (CH ₂ -CH-O) _q - H, p + q = 5 to 150, and wherein one of the groups A or B is hydrogen and a second methyl or ethyl, having a molecular weight of about 1000 to 40,000, greatly enhances the biological activity of the aforementioned benzofuran, bipyridine, hydroxybenzonitrile, carbamoylphenylcarbamate, pyridazine, quinoline, sulfonylurea and triazine herbicides on weeds.

The above activity promoters are surfactants which have been found to have the exceptional ability to enhance the biological activity of the aforementioned benzofuran, bipyridine, hydroxybenzonitrile, carbamoylphenylcarbamate, pyridazine, quinoline, sulfonylurea and triazine herbicides generally significantly more than usual for any other surfactant. It has further been found that these and some other surfactants act synergistically, increasing the biological activity of the respective herbicides more than additively.

The alkoxylated diamines according to the invention have been shown to be particularly effective in improving the effectiveness of herbicides on harmful weeds such as white goosefoot (Chenopodium album), cottonwood (Polygonum spp.), Stinking (Matricaria inodorum), bedstraw (Galium spurinum) and rapeseed (Brassica napus) ).

The molecular weight of the promoters of the activity of the invention is preferably 4000 to 25000, so that the size of the molecule does not limit their activity, in particular with respect to scale.

At the same time, it has been found that ethoxylated propoxylated block copolymers having a molecular weight of about 2000 to 20,000, preferably 10,000 to 18,000, act synergistically with tetraalkoxylated. alkyldiamines on rape. (Brassica - napus-) which represents a weed with a large layer of wax on the surface of the leaves. The hydrophilicity and biological effect of these block copolymers on rapeseed increases with the weight of the molecule. Thus, on the one hand, it is likely that the lipophilicity of the tetraalkoxylated alkyldiamines of the invention results in the dissolution of the surface wax on the leaves and an increase in penetration, and on the other hand the hydrophilicity of ethoxy-propoxy block copolymers further increases penetration / translocation.

The activity promoters of the invention, i.e. tetraalkoxylated diamine and ethoxy-propoxylated block copolymers, both enhancing the biological activity of said active ingredients, may be added to the spray tank as a separate mixture of activity promoters or preferably included in the formulation itself. If the herbicide used is in liquid form, the promoters may be mixed with the liquid phase. When using solid herbicides, liquid promoters can be absorbed into carriers and can be introduced in solid form directly into the herbicide mass. The activity promoters may also be in the form of separate granules in solid herbicides or may be incorporated in the same granules with the herbicide active ingredients.

The herbicides of the invention are otherwise formulated in a conventional manner. The active ingredients are dissolved in water or organic solvents, suspended in a carrier liquid, or formulated into a solid form. They usually contain about 5 to 80%. active ingredients. Water, oil or water-oil mixtures are usually used as carrier liquid in suspension concentrates. Surfactants (anionic, cationic, nonionic or ampholytic) are used to impart and improve emulsifiability, dispersibility, suspension stability, wettability, penetration and translocation, and to emulsify oil in a particular concentrate and to provide miscibility and stability of the suspension / emulsion in final dilution. The compositions may contain other additives such as water miscible and / or water-soluble carriers ^_ ^ / OR ~ 3E ^- fíókulaňty j ^ ko kaolin or lignin compounds, defoamers (e.g. compositions based on silicones), thickeners such as derivatives celluloses, antifreeze agents in aqueous suspensions such as propylene glycol, organic solvents such as kerosine, and colorants. Preservatives such as formalin may also be used, especially if the composition contains organic suspending or thickening agents. In the case of wettable powders and pellets, inert inorganic (e.g. silicic acid, salts) or organic (e.g. cellulose, polyacrylates, urea) compounds can be used as carriers for diluting the active ingredients or for adsorbing liquid agents.

The active ingredients of the solid form herbicidal formulations are preferably very finely ground, less than 10 gm, preferably 1 to 3 µπι. The grinding of the dry substances is carried out, for example, by means of a jet mill and for suspensions by means of a ball mill. The suspension concentrate formulation is carried out in an efficient swirl reactor and the granules or pellets are produced by known techniques, for example using disk granulation, spray drying, fluid bed granulation, mixing granulation using a vertical mixer or paddle mixer and extrusion, compression, centrifugal, spray or shower / cooling granulation.

The weight ratio of the amount of activity promoters to the amount of active ingredients in the formulations is, for example, from 15: 1 to 1: 2, preferably from 5: 1 to 1: 1. The optimum weight ratio of alkoxylated diamine to ethoxypropoxy block copolymers in rape spraying is from 1: 2 to 1: 4. However, it is preferable to use larger amounts of alkoxylated diamine in the spray of gooseberry. Thus, in the spray of scrub, the weight ratio may preferably be from 10: 1 to 1:10.

In addition, it is possible to suspend the concentrate, e.g. granulesZpale-t. . or, &lt; / RTI &gt; other bio.ci.dy and fertilizers. Other biocides include, for example, other herbicides such as acetamide, diphenyl ether, organophosphoric, pyridine, thiocarbamate, triazine and uracil herbicides, plant disease control agents, insecticides and growth regulators. In order to increase the spectrum of activity, it is advantageous to use, in addition to the above-mentioned agents, such substances as lenacil, metolachlor, trichloroacetic acid, EPTC, cycloate, clopyralid, fluroxypyr, benzthiazuron, chlorpropham, fenuron, isocarbimide, propham, trifluralin, alloxydimsodium. sethoxydim, cycloxydim, diallate, fluazifob-butyl, triallate, dalapone, propaquizafop, diclofop-methyl, fenoxaprop-ethyl, quizalofop-ethyl, haloxyfopethoxy ethyl and proxipham.

DETAILED DESCRIPTION OF THE INVENTION

The invention is described in more detail by means of specific examples.

The biological activity of the herbicides was determined by.

pot tests in a greenhouse. Conditions ^ "^ .Λβρ1οΐν constant, ^""^^ ₌ __ ^ humidity and lighting are automatically maintained in the greenhouse.

Tested plants generally included weeds which cause great damage to sugar beet crops, etc., such as goosefoot (Chenopodium album = C. album) and canola (Brassica napus = B.)

napus), which differ from each other in the surface morphology of the leaves and thus represent different types of weeds. Mercurialis annua (=

M. annua) in the testing of benzofuran herbicides, Stinking Stem, i.e. Matricaria inodorum (= M. inodorum), which is sensitive to triazines and pyridazines; The convolvulus polygons (= P. convolvulus) were used to test bipyridines, hydroxybenzonitriles and sulfonylureas and Galium spurinum (= G. spurinum) for quinolines and sulfonylureas. The susceptibility of crop plants to herbicide damage was determined using emerging sugar beet plants (Beta vulgaris).

Generally, 5 to 8 emerging plants per pot and 3 to 5 pots were used in parallel in the assay. The amount of water was 200 l / ha and application was carried out with an automatic 2-stage sprayer for weeds. Final evaluation of herbicide efficacy was performed 13-15 days after spraying.

In the following results, the potency is expressed as dry matter or fresh weight of aerial parts of weeds or crop plants per pot or plant.

Example 1

The test can be used to demonstrate that the alkoxylated diamine (MW MW = 6700) of the invention is clearly more effective than the previously known ethoxylated amines of tallow fatty acids (EO 15, 20 and 30).

The active ingredient suspension was prepared from 80% phenmedipham granules suspended in water. The diamine of the invention and tallow fatty acid amines were added as additives to the active ingredient suspension.

Amount of phenmedipham = 720 g / ha.

activity promoter used dry matter g / pot amount of C. album B. napus kg / ha

1. without promoter '- 2.1 2.4 2. alkoxylated diamine 1 0, 6 1.6 (MW = 6700) 3. Ethoxylated tallow amine - 1 1,2 2.1 fatty acids (EO = 15). • 4. Ethoxylated tallow amine 1 1.3 2, 0 of fatty acids (EO = 20) 5. ethoxylated tallow amine 1 1.1 2.4 of fatty acids (EO = 30) 6. Commercial Armoblen 1 1.3 2,0

T / 25, ethoxylated tallow fatty acid amine (E0 = 15)

Example 2

Various alkoxylated diamines (MW = 3600, 6700, 7500 and 12000) were studied in the assay. It has been found that efficiency is improved when the molecular is above 3600 and a certain optimum is achieved at a molecular weight of about 7000.

The spray preparation is the same as in Example 1.

Phenmedipham amount = 720-g / ha promoter of activity i; without promoter '

2. alkoxylated diamine (MW = 3600)

3. alkoxylated diamine (MW = 6700)

4. alkoxylated diamine (MW = 7500)

5. alkoxylated diamine.

used dry matter g / flowering amount C. album B. na kg / ha 2,7 ·· . ₂ , _g 1 1.3 1.9 1 0, 8 1.5 1 0, 9 ’1.7 1 1.1 1.7

(MW = 12000)

Example 3

The test showed that both 1 kg / ha of alkoxylated diamond (MW = 6700) and 1 kg / ha of ethoxy-proxy. block copolymers (MW = 4150) provides a level of efficacy at B. napus that cannot be increased much by dose doubling. Alkoxylated diamine (MW = 6700) was more effective than ethoxy-propoxy block copolymer (MW = 4150), especially against Chenopodium album, and synergy with 20% + 80% (alkoxylated diamine + ethoxy-propoxy block copolymer) was observed with Brassica napus. The mixture of alkoxylated diamine and ethoxypropoxy block copolymers was more effective than the corresponding mixture of ethoxylated tallow fatty amine and ethoxypropoxy block copolymers. Alkoxylated diamine (MW = 6700) was more effective than ethoxy-propoxy block copolymer, especially against Chenopodium album.

Spray Preparation Amount of phenmedipham = 7 promoter activity

1. without promoter

2. alkoxylated diamine

3. alkoxylated diamine

4. alkoxylated diamine

5. EO-PO block copolymer

6. EO-PO block copolymer

7. EO-PO block copolymer

8. alkoxylated diamine block copolymer EO-PO

9. an alkoxylated diamine of Example 1. g / ha.

used dry matter g / flower pot amount C. album B. napus kg / ha - 2.7 2, 8 0.2 1.5 2.4 1.0 1.4 2, 1 2,0 0, 8 2.1 0.2 1.3 2.6 1.0 1.4 2, 1 2,0 1.3 2,0 0.2 1, 4 1.9 0, 8 0, 5 1,2 2,1 '

EO-PO block copolymer

10. alkoxylated diamine block copolymer EO-PO

11. alkoxylated diamine + EO-amine of tallow fatty acids

12. EO-PO monoamine

0, 5 0, 8 1.0 2.2 0, 2 0.2 1.4 2.1 0, 8 - - - i- 1 1.7 2.1

Example 4

The test showed that the mixture of alkoxylated diamine (MW = 6700) and ethoxy-propoxy copolymer (MW = 14000) is synergistic, in particular towards Brassica napus. This test also showed that ethoxylated tallow fatty acid amine (EO = 15) is less effective than alkoxylated diamines.

Spray preparation as in Example 1.

Amount of phenmedipham = 720 g / ha.

activity promoter used dry matter g / pot amount of C. album B. napus kg / ha

1. without promoter

2 ___ alkoxylated-diamine _______________ 1 (MW = 6700)

3. EO-PO 1 block copolymer (MW = 14000)

4. EO-PO block copolymer. 1 (MW = 14000) 75% + alkoxylated diamine (MW = 6700)%

5. ethoxylated tallow amine 1 fatty acid (EO = 15)

1.6 2.2 -0 .-, .4 .___ ".. 1.5" 0, 6 1, 0 0,4 .......... . 0.9 0, 8 1, 7

Example 5

The test showed that the molecular weight of the ethoxy-propoxy block copolymers is not observable in terms of potency.

Spray preparation as in Example 1.

Amount of phenmedipham = 720 g / ha.

promoter activity used amount kg / ha dry matter g / flower pot C. album B. napus 1. without promoter - 1, 9 2.4 2. a block copolymer EO-PO 1 0, 8 1.6 (MW = 6600) 3. block copolymer EO-PO 1 0, 8 1.4 (MW = 12,500) 4. block copolymer EO-PO 1 0, 8 1.5 (MW = 14000) 5. block copolymer EO-PO 0.7 0, 8 1,2

(MW = 14000) + alkoxylated diamine (MW = 6700) 0.2 + dispersant. _ 0,1 .....

Example 6

The test showed that granules of the activity promoter of the invention, consisting of 70% ethoxypropoxy block copolymer, 20% alkoxylated diamine and 10% dispersant, greatly increase the action of ethofumesate and metamitron.

The test further showed that the activity promoter granules have a significantly better effect on the weeds studied (Chenopodium album, Matricaria inodorum, Mercurialis annua) than the conventional additive for oil emulsification and activity promotion under the name Actipron (RP) as a commercial preparation. However, the active ingredient metamitron has no effect on Mercurialis annua.

preparation ethofumesate 70% WG metamitron 80% WG (Goltix / Bayer) ethofumesate 20% EC (Kemira) active ingredient (g / ha)

400

360

400

Spray preparation as in Example 1.

preparation granule promoter activities kg / ha 0.1 0, 5 1.0 2,0 fresh weight (g / plant) C. album M. inodorum M. annu 1. 2. 3. 4. 5. 6. 7. untreated tt tt tt tf ethofumesate ethofumesate EC WG 1, 400 1,263 1, 350 1,345 1,323 0, 890 1,183 1,176 0, 955 0, 938 0,948 0, 979 1,002 1, 039 0.938 0, 814 1.028 1.033 1.034 0, 485.0 _A 473 8. tt 0.1 1,071 0, 899 0.475 9. tt 0.5 0,783 0, 902 0, 380 10. tt 1.0 0, 680 0, 960 0, 405 11. tt. , - · · 2,0 0,675. 0, 817 ..0, 38 4. 12. metamitron - 1,286 0, 357 0, 917 13. tt 0.1 0, 898 0.334 0,916 · 14. tt 0, 5 0, 468 0, 178 0, 982 15 Dec tt 1.0 0, 382 0.256 1,016 16. tt 2,0 0, 478 0, 157 0, 962

Actipron reference (1 / ha)

17. ethofumesate WG 1.0 0, 940 0, 936 0.415 18. metamitron WG 1.0 0, 865 0, 429 1,000 Example 7 The test shows that ...................

- there is no further noticeable increase in subsidiary support

effect amount promoter granules 1 kg / ha, activities, if it exceeds used - emulsifying oil, included in granules promoter

activity, further improving efficacy, especially against Chenopodium album,

The ethoxy-propoxy monoamine as an additive to the applied composition does not increase the efficacy granules of the activity promoter for Chenopodium album and has an antagonistic, potentiating effect on Brassica napus.

Amount of phenmedipham = 720 g / ha and 80% of phenmedipham granules; amount of activity promoter = 1 or 2 kg / ha of activity promoter granules.

promoter activity used dry matter g / flower pot amount C. album B. napus kg / ha ^ 1 · 1. untreated - 1.9 2.4 1 '· 2. block copolymer ĚO-PO * 0.7 0.8 1,2 r · ' + alkoxylated diamine 0.2 r « + dispersing agent 0.1 3. EO-PO block copolymer 1.4 0, 8 1.0 + alkoxylated diamine 0.4 + dispersing agent 0.2 and/·- 4. EO-PO block copolymer 1,2 0, 6 0.8 + + Alkoxylated diamine 0.4 AND·. + vegetable oil 0, 36

+ dispersing agent 0, 04 5. EO-PO block copolymer 1.4 + alkoxylated diamine 0.4 + dispersing agent 0.2 + EO-PO monoamine i, .o

Example 8

The test investigated the behavior of the three-component mixture consisting of phenmedipham (8%) + ethofuraesate (10%) + metamitron (20%) in combination with the promoter of the activity of the invention. The results show that the mixture of alkoxylated diamine and ethoxypropoxy block copolymer is synergistic. The optimal weight ratio of the mixture with respect to both weeds (C. album and B. napus) is about 2: 7. The ethoxy-propoxy monoamine tested was clearly less effective on both weeds than the diamine-ethoxy-propoxy block copolymer mixture.

The amount of active ingredients was: phenmedipham 150 g / ha, ethofumesate 190 g / ha and metamitron 180 g / ha. The granules of the active ingredient were suspended in water at 200 l / ha and the activity promoters were added either in the form of granules or liquid.

promoter activity used amount kg / ha dry matter mg / plant C. album B. napus 1. untreated - 430 390 2. no promoter - 290 380 3. EO-PO block copolymer 0, 9 80 240 + dispersing agent 0, 1 4. alkoxylated diamine 0.2 60 170 + EO-PO block copolymer 0.7 + dispersing agent 0, 1 5. alkoxylated diamine 0.45 40 270

+ EO-PO block copolymer + dispersant

6. EO-PO monoamine

0, 45

0.1

170 280

Example 9

Furthermore, the separate addition of ethoxy-propoxy monoamine does not increase the effect of the granules of the ternary mixture consisting of phenmedipham (8%) + ethofumesate (10%) + metamitron (20%) and supplemented with activity promoter granules with optimal composition of alkoxylated diamine and ethoxy-propoxy block copolymer (2: 7). In Brassica napus a clear antagonistic effect is even achieved.

Quantity of active ingredients:

phenmedipham 150 g / ha ethofumesate 190 g / ha metamitron 380 g / ha

The granules of the active ingredients are suspended in water, 200 l / ha, and the ethoxy-propoxy monoamine is added separately in liquid form to the

spray dilution in quantity 1 kg / ha. promoter activity used dry matter g / flower pot amount C. album B. napus kg / ha 1. untreated - 1.9 2.4 2. alkoxylated diamine 0.2 0.2 0, 8 + EO-PO block copolymer 0.7 + dispersing agent 0, 1 3. alkoxylated diamine 0.2 0.2 1.3 + EO-PO block copolymer 0.7 + dispersing agent 0, 1 + EO-PO monoamine 1.0

Example 10

The efficacy of the product according to the invention and the three products already on the market against weeds was compared. At the same time, their effects on host plants were compared. In any case, the active ingredients were ultimately diluted in the form of solid particles of several microns in size and the final product was either in the form of solid WG granules suspended in water or as a suspension concentrate SC. The preparation according to the invention contained 10% alkoxylated diamine + 35% ethoxy-propoxy block copolymer as promoters of activity, corresponding to 0.1 kg of diamine and 0.35 kg of block copolymer per hectare.

The total amount of active ingredients in all cases was 360 g / h and the amount of water was 200 l / ha.

The test has shown that the preparation of the invention clearly has better efficacy than competing products both against Chenopodium album and rape, i.e. Brassica napus, and that damage to the host plant which is diabetes, e.g. Beta vulgaris is insignificant for all products studied.

preparation . effective_ component g / ha dry matter g / flower pot C. album B. napus B. vulgaris 1. untreated - 2.3 2, 6 3.0. WG according to the invention 360 0.4 1.4 2.9 - phenmedipham 8%

ethofumesate 10% metamitron 20% including promoter activity according to the invention

3. Commercial WG Goltix 360 0.9 1/8 2.9 • Triple / Bayer

- phenmedipham 6,5% * - ethofumesate 6,5% _ metamethylene 28%

4. Commercial SC Betanal 360 0.6 1.6 3.2

Trio SC / Schering

- phenmedipham 5%

- 5% ethofumesate

- metamitron 15%

5. Commercial SC Mentor 360 1.2 2.6 2.9

Star SC / Plüss-Stauffer

- phenmedipham 9.2%

- ethofumesate 9.2% - metamitron 27.1% Example 11

The test compared the effectiveness of the activitypromoting granule according to the invention with that of a commercial activity promoter based on tallow fatty acid amine (Armoblen T / 25) and a commercial oil-emulsifying activity promoter _t · (Actipron) in different "herbicide. Suitable weeds were selected for the herbicides.

The activity promoter granules of the invention consisted of> 70% EO-PO block copolymers, 20% alkoxylated diamine and 10% dispersants.

In terms of chemical composition, active ingredients, product names and dosage, the following herbicides have been studied:

»I

chemical active ingredient product dose product / ha

group bipyridine diquat dibromide Regione 0,75 1 hydroxybenzo- nitrile bromoxynil 80% WG 0.1875 kg pyridazine chloridazone Pyramin FL 3,0 kg pyridate Lentagran 2,0 kg quinofin quínmerac BAS 51802H 2,0 kg sulfonyl- urea triasulphuron Logran 0,02 kg

The assay can be used to demonstrate that the solid activity promoter granules of the invention improve the biological efficacy of the formulations of the example, at least to the extent that the Armoblen T / 25 and Actipron control liquid promoters of activity are bromoxynil, chloridazone or triasulphuron. . The action of the other active ingredients is significantly improved by the solid granules of the activity promoter of the invention compared to compositions without activity promoters and is almost the same as for the liquid activity promoters.

Spray mixtures were prepared by mixing the formulations in the above amounts with an amount of water corresponding to 200 l / ha and 1 kg of activity promoter granules, 1 L of Armoblen T / 25 or 1 L of Actiprone per hectare were added as activity promoter.

dry matter (mg mildew (P.

bipyridine (diquat dibromide) plant) ______________ convolvulus) sulfonylurea (triasulphuron) hydroxybenzonitrile (bromoxynil)

1. untreated

Claims (12)

PATENT CLAIMS A herbicidal composition comprising at least one or more active ingredients, consisting of benzofuran, bipyridine, nitrile, carbamoylphenylcarbamate, quinoline, sulfonylurea or herbicide, and the known hydroxybenzopyridazine, triazine, one or more activity promoters for activity of the active ingredient or ingredients, an improvement characterized in that the promoter of the activity is a tetraalkoxylated alkyldiamine of the formula I Ri R ₃ \ / N - (CH ₂ ) _n - N / \ R ₂ R ₄ (I) wherein R 1, R ₂ , R 3 and R ₄ are groups independently of the formula A B / / - (CH ₂ -CH-O) _P - (CH ₂ -CH-O) _q - H, where one of A or B is hydrogen and the other is lower alkyl, p + q = 5 to 150 and η = 1 to 6, wherein the molecular weight of the compound of formula I is in the range of about 1000 to 40,000. The herbicidal composition according to claim 1, characterized in that the active ingredient is methyl 3-m-tolylcarbamoyloxyphenylcarbamate and / or ethyl 3-phenylcarbamoyloxyphenylcarbamate. 2. without promoter 143 358 161 3. granule] promoter 43 112 57 4. Actipron 90 182 72; ► · '·> · ’· V 5. Armoblen T / 25 31 145 82 .... dry matter (mg / plant) G. spurium quinoline sulfonyl- urea stink stink M. inodorum pyridazine (quinmerac) (tria- sulphuron) (chlori- dazon) (pyridate) 1. untreated 194 194 282 282 2. bez promoter 50 94 142 145 3. granules promoter 26 20 May 76 77 4. Actipron 31 22nd 106 22nd 5. Armoblen T / 25 22nd 22nd 109 41 and / or 2-ethoxy-2,3-dihydro-3,3-dimethylbenzofuran-5-ylmethanesulfonate and / or 4-amino-3-methyl-6-phenyl-1,2,4-triazin-5- (4H) -one and / or 1,1'-ethylene-2,2'-dipyridyliumdibromid and / or 3,5-dibromo-4-hydroxybenzonitrile and / or _{5-amino-4'-chloro-2-phenylpyridazin-3} (2H) -one and / or 6-chloro-3-phenylpyridazin-4-yl-S-octylthiocarbonate and / or 7-chloro-3-methyl-8'-quinolinecarboxylic acid and / or 3- (6-methoxy-4-methyl-Ϊ, 3 5-triazin-2-yl) -1- [2- (2-chloroethoxy) phenylsulfonyl] urea. The herbicidal composition according to claim 1 or 2, further comprising an ethoxy-propoxy block copolymer as a synergistic additive. The herbicidal composition according to claim 3, wherein the ethoxy-propoxy block copolymer corresponds to the general formula II CH ₃ HO - [(CH ₂ -CH ₂ -O) _r - (CH ₂ -CH ₂ -O) _s )] _t Η (II) where ras are predominantly> 5 and t is such that the molecular weight of the ethoxy-propoxy copolymer is in the range of 2000 to 20,000. The herbicidal composition of claim 4, wherein the ratio of the amount of ethoxy-propoxy block copolymer to the amount of tetraalkoxylated alkyldiamine is preferably 1:10. 1 to 10: 1 by weight. IN 6. The herbicidal composition of claim 1, wherein the ratio of the amount of activity promoter to the amount is effective The p component is preferably 1: 5 to 10: 1 by weight. The herbicidal composition according to claim 1, further comprising further substances, such as carriers and encapsulating agents, and further additives to emulsify, disperse, suspend, protect. Prior to freezing, stabilizing and / or antifoaming, and / or other activity promoters. ________________ '...... ______ The herbicidal composition of claim 2, further comprising further pesticides such as acetamide, diphenyl ether, organophosphoric, pyridine, thiocarbamate, triazine and uracil herbicides. A method for controlling weeds, characterized in that weeds are treated with the herbicidal composition according to any one of the preceding claims. 10. The activity promoter for efficacy enhancement is the benzofuran, carbamoylphenylsulfonylurea component of the herbicide, which component is bipyridine, hydroxybenzonitrile, carbamate, pyridazine, quinoline, or triazine active compound, characterized in that the activity promoter of the general formula comprises tetraalkoxy of the general formula R1 R3 N - (CH ₂ ) _n - N / \ R ₂ R ₄ (I) wherein R 1, R ₂ , R 3 and R ₄ are groups independently of the formula - (CH ₂ -CH-O) _P / (CH ₂ -CH-O) _q - Η 'Χ wherein one of A or B is hydrogen and the other is lower alkyl, p + q = 5 to 150 and η = 1 to 6, wherein the molecular weight of the compound of formula I is in the range of about 1000 to 40,000. The activity promoter according to claim 10, wherein the activity promoter comprises, in addition to the tetraalkoxylated alkyldiamine, an ethoxypropoxy block copolymer as a synergistic additive. Activity promoter according to claim 11, characterized in that the ethoxy-propoxy block copolymer corresponds to the general formula II CH ₃ HO - [(CH ₂ -CH ₂ -O) _r - (CH ₂ -CH ₂ -O) _{S)] t} - H (II) wherein r and s are mainly> 5 at a value such that the molecular weight of the ethoxy propoxy copolymer is in the range of 2000 to 20000.