CS221287B2 - Herbicide means - Google Patents

Abstract

Herbizide Mittel, enthaltend Phosphinothricin, dessen Ester, Salze oder Oligopeptide, in Kombination mit einem anorganischen oder organischen Ammoniumsalz, einem Amin und/oder einem anorganischen oder organischen Chelatbildner.

Description

(54) iHerbicidiM et al

The invention also relates to a herbicidal composition for the base of synergistic combinations of phosphinothricin.

Foefinoilhricin-type herbicides, of the formula

ЫзС iD. M

P — CH2 — CH2 — CH — COOH / I

HO NH2

Recently, the leaves have been cut off. The leaves of plants have been received and have a contact effect, and they combat. They are therefore suitable for combating the undesirable growth of lusstlinth in agricultural cultural areas, as well as in industrial buildings etc. (cf. DOS 12.7174401).

Fossinothricin-type herbicides are effective against both annual and 1 perennial grass weeds and weeds. However, some economically important hardy weeds such as wheat (Agropyron repens), Cynodon dactylon, perennial cyperaceae and perennial dicotyledonous plants are only satisfactorily combated at higher application rates.

Surprisingly, it has now been found that the addition of certain types of organic and inorganic compounds, which are not themselves herbicidally effective, to phosphinothoricin and its derivatives has a strong synergistic effect, i.e. greatly enhances the caffeine effect against annual and perennial weeds.

It is an object of the present invention to provide a further herbicidal composition which is characterized by content

A. The 4-phosphintthrtoin derivative of general formula (I) (C 10 H 11 P - CH 2 - CH 2 - CH - COOH);

RO ΝΉ2 (U in which

R is hydrogen or alkyl of 1 to 4 (carbon atoms, their salts with (bases or inorganic acids, or phosphinothricyPalnyl-alanine), in combination with

В. inorganic or organic ammonium salts of formula II

R3

R - NR x ¹ ₄

R jn (II) wherein

R 1 to R ⁴ are the same or different and are hydrogen, C 1 -C 4 alkyl or hydroxyethyl, or two of R 1 -R ⁴ together with the nitrogen atom form a 3- to 7-membered ring in which optionally one is - CH2 - replaced by oxygen, —NH— or \

N-alkyl;

wherein the alkyl contains 1 to 4 carbon atoms,

X is an anion of an inorganic or organic mono- or polybasic acid and n is 1, 2 or 3, optionally with the free bases which form the basis of the salts of the general formula II or with urea or

C. with ethylenediamine tetraacetic acid, optionally with salts or water-soluble polyphosphates, provided that when R in formula I is hydrogen, compound B cannot be a free base, the weight ratio of components A: B or C being between 2: 1 and 1: 150.

Phosphinothricin has one asymmetric carbon atom and can therefore, like its derivatives, occur as a tacma or in the form of optically active enantiomers. Within the scope of the present invention, enantiomers are particularly preferred. preferred L-enantiomer.

Ad A. 'By virtue of its amphoteric character, phosphinothricin and its. esters with inorganic and organic bases and acids. to form salts which may also be used for the compositions of the invention. The use of bases produces compounds in which R 6 is equivalent to a cation.

In particular, the following cation equivalents should be emphasized:

Na +, K +, 1/2 Ca ⁺⁺

1/2 Zn ⁺⁺ , 1/2 Mg ⁺⁺ , NH4 ⁺ , N ⁺ (CH3) 4), H2N ⁺ (CH3) 2, H2N ⁺ (C2H5) 2, HN ⁺ (C2H5) 3, HsN ⁺ CH3, H3N ⁺ C3H7 (n), H3N + C4H9 (n), H2N + (C3H7-I) 2, H3N + CH2CH2OH, H2N + (CH2CH2OHJ2 ΗΝ + (CH2CH2OH) 3, (CH3) 3N + CH2CH2OH, (CH3jzN + HCH2CH2OH, CH3N + H2CH2CH2OH, _[CH3) 2N + HC12H25 and guanidino ^ iový font.

Strong bases also ionize the —COOH group to form disodium or dipotassium salts.

Any inorganic and organic acids such as perchloric acid, hydrobromic acid, sulfuric acid, phosphoric acid, nitric acid, acetic acid are suitable for the formation of acid salts.

According to the invention, phosphinothricyl-alanyl-alanine can also be used as component A instead of phosphinothricin or derivatives thereof [cf. Helv. -Chim. Acta 55, pg 224 et al (1972)].

Ad B. Type B compounds are preferably ammonium salts (R ¹ to R 4 = H), but salts of organic ammonium bases with arbitrary anions are also suitable (see A). Particularly preferred anions are Cl, Br-, SO42-, HSO4-, PO43-, HPO 4 ² ", H2PO4-, CH3COO-, (000-) ^_ 22- and SCN.

In addition, urea, which metabolizes in the plant to form ammonium ions, is also suitable.

Instead of the ammonium salts of formula II, it is also possible to use the free bases which form the base of these salts, for example triethylamine or piperidine in combination with the esters, salts or peptides of phosphinothricin.

Ad C. Stenthylenediaminotstracetic acid (EDTA) is suitable as type C substances. or salts thereof, and water-soluble polyphosphates of varying chain lengths ("metaphosphates", "triphosphates"), such as those used in the detergent industry. Such complexing agents are described collectively in, for example, O. A. Neumuller: ROmpps Chemielexikon, 7th edition 1972, p. 545 et seq. And p. 2768 et seq.

Compounds of type B a. C may be combined with type A herbicides individually or in any desired number.

The proportions of the individual components in the combinations according to the invention can be varied within wide limits. Synergistic effects can already be observed at an A: B (C) ratio of 2: 1 and also occur at a ratio of 1: 150. For practical reasons, however, a ratio of between 2: 1 and 1:50 is preferred, preferably between 1: 1 and 1:10.

The compositions according to the invention may be present either as ready-to-use compositions, for example as wettable powders or as emulsion concentrates, which are then diluted with water in the usual manner for application or as so-called teakmix. separately formulated ingredients with water. They can also be separately. apply the herbicides and synergistically active ingredients in the form of spray suspensions or aqueous solutions, irrespective of which component is applied first.

The amount of type A herbicides used in the active compound mixtures is generally between · 0.1 and 5 kg / ha, the application rate of component B and / or C is between 0.025 and 30 kg / ha, i.e. the total amount of combination used of active compounds is about 0.125 to 35 kg / ha.

The compositions of the invention may be marketed in the form of customary formulations customary to those skilled in the art, for example as wettable powders; emulsifiable ^to concentrates or sprayable solutions. Such formulated compositions contain on a combination of active substances according to the invention in a solubilizing amount of ^generally from 2 to 95% ěotnostních.

Smááitolnými powders are uniformly dispersible in water formulations which ved ^l e ^EFFECTIVE nnýc ^{h. acrylate kk} e rom ^e i ^ ^b Endt not an inert substance also contain wetting agents, as for ^instance Cart] Lad ^p ol ^{y oxyethylene} Lovan ^s altylfenoiy alkyl or alkylphenylsulfonates and dispersing agents, for example sodium ligninsulfonate, sodium dinaphthylmethanedisulfonic acid, or else oleoylmethyltaurine sodium.

Emulsifiable concentrates are obtained by dissolving the active compound mixture in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or else in high-boiling aromatic hydrocarbons, and adding an emulsifier, for example a polyoxyethylated alkylphenol.

In the case of herbicidal compositions, the concentrations of the active compounds in the preparations which are commercially available can vary in various ways. For wettable powders ^ing after ^Hyb U is koncentéace ^Prior Inn ^Star Mtéy (lierbicte + ^Y ner ^g ick ^{y EFFECTIVE} NNA heavy) tensioned ^kl and ^d is between about 10 ° / o and ⁹⁵ ° / o, p ^{Acquisition of consumption} em ^z of ^the Tek comprises the aforementioned additives to such preparations. In emulsifiable oncentrá ^Tů Move ^to koncentéace ^EFFECTIVE nn ^{e la} t ^ky about ^{10-8 0%.} A powder ^or oily rav ^ ^{ky b} fathoms of usually 5 to 20% active ingredient, ^alkyl rozstřěvateě spacing of about ² to ^20% úrnnné substance. In the case of granules, the active substance content depends, for example, on the form (liquid or solid) in which the active substances occur and on which granulating auxiliaries, fillers, etc. are used. For application, the commercially available concentrates are optionally diluted with water, for example in the case of wettable powders and emulsifiable concentrates, with water. Dusts and granules, and sprayable solutions prior to application for more thinned ^{d with} IMI inertmmi al. Also, depending on external conditions such as temperature, humidity, etc., the required application rate varies.

The compositions of the invention may be combined with other herbicides, fungicides and insecticides if desired.

The following examples illustrate the invention:

Example 1

To a ^K in ^{the ACU} n _ asttc ^pl of ^a l wt ^y napěných jílovkou ground seeds of annual weeds, or the pieces zasázejí rhizomes perennial weeds and the pots are placed in a greenhouse where there are favorable conditions for growth.

After 3 weeks, 3 to 4 leaves are formed in the plants. At this stage, the plants were sprayed with either the herbicide at different doses, or sprayed with the herbicide mixture and synergistically active substances, wherein the applied amount of active substance in a synergistically ržuje ^d on ^{the d} onstantrn it note ^{of 12 kg} / ha. Furthermore, for comparison, the test plants are also treated with the synergistically active solution alone. The amount of liquid in all cases is 600 liters per ha.

weeks after treatment, the degree of damage to the treated plants is evaluated compared to the untreated control.

The results summarized in Table 1 show that a synergistically active substance itself does not damage the plant in combination with a test game ^{id bi} c em ^S and ^K in ^considerable increases ^EFFECTIVE them no ^herbicide.

While, for example in the case of slender foxtail (Alopecurus) ^has oncentrace ^0, 6 ^{kg / h} and for up followed herbimdu ^d e ^{k 0} and 8% ^{P on} IP Oz plants achieved with the additional use of ^{12 kg / h} and synergistic ^^ y ^EFFECTIVE nn ^the same degree of damage already with a herbicide amount of 0.15 kg / ha.

It should be emphasized also increase the effect, the ESEM ^kt ^ CH ^ uv ^yl rvatyc ^h eve ^pl ýru ^{profiles p} (Quecke), nutsedge (Cyperus) and Cynodon addition synergistically active substances. These species are economically important weeds which are extremely difficult to control.

AND

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θ 'o ~ cm cm CD 0 cm cm cm H h h

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UD 00 RH O o o o

Explanation of abbreviations used in tables up to 8:

AVF = deaf oats (Avena fatua)

ALM = 'copybook (Alopecurus)

SAL = bari (Setaria)

LOM = ryegrass (Lolium)

PO A = Limegrass (Poa)

SDS = Sid

ABT = Abutylon

ECG = Hedgehog (Echinochloa)

AGR = Agropyron

CYE = Cyperus

CND - Marigold (Cynodon)

SRH = Sorghum

DIS = Rosette (Digitaria)

COA = Convolvulus

CRS = Chrysanthemum

Example 2

To květtn ^ u from ^p las ^{t ic} s mot ^{h y,} which are filled with loamy soil, seeds of barnyardgrass (Epinochloá crusgalli), and the pots were placed .This greenhouse. Po 3; weeks i.e. after reaching · stage 3 to 4 leaves, the plants were sprayed with solutions containing herbicide alone or herbicide mixture with synergistic agents in different doses, wherein the applied amount synergistically active ingredient are all at ^p and ^d ec ^h 3 8 kg / ha. A solution containing only the synergistically active substance ^{is used for} comparison. 2 weeks after treatment, the values of ^{p and} cold en poškozern plants in% in srovMní · with untreated control (untreated controls).

The results summarized in Table 2 show that the synergistically active substance alone does not harm the plant, but in combination with the herbicide, its effect against the Echinochloa crus galli significantly increases.

Table 2

Damage to the hedgehog (Echinochloa) (effect in%) compound ^yields in ^{kg / h} and ЕСЮ

ammonium salt of phosphinothricin 0.2 80 ( ^A III) 0 ^, 1 50 0.05 40 0,025 5 ammonium nitrate 3.6 0 (BII) A III + II 0.2 + 3.6 90 0.1 + 3.6 80 0.05 + 3.0 65 0.025 + 3.6 40

Example 3

The plants listed in Table 3 were grown from seeds in plastic pots under the conditions described in Example 1 and in the stage of 3-4 leaves were treated with 0, .4, .2 or ^E 0Д k ^g / ha monoamornové fosfrnothricinu salts (A III), optionally with phosphinothricin alone (AI), and combinations of both. 3 weeks after application of the solutions, the degree of damage of the test plants is evaluated in comparison with the untreated control plants and expressed as a percentage.

It can be seen from Table 3 that the synergistically active substance alone is not phytotoxic at the concentrations tested. When applied, however, these substances together with the herbicides III A or ^E and ^P, and ^for their. ^{h d} m erbici ^Prior INEK at all concentrations markedly enhanced. This unexpected synergism makes it possible to reduce the applied amount of herbicide to about one half.

Table 3

Degree of damage as a percentage of untreated control plants compound dose AVF ALM LOM ECG AGR CND POA kg / ha ______ what сО а • гЧ> о ю о

WITH

о ш 1 I I 1 I I I I I I ю о оо rH 1 1 1 1 1 1 1 1 1 1 1 чф оо

o o o

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I in i in o

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CD CT)

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ЮОЮЮОЮОООЮОЮЮОоОщ тГгН’ФтЧгН’ФООСМОО ’^ СЧШ’ ^ СЧООСМ оооооосососооооооососо

CM 'CM rH' CD '

”Ф CM rH CM т - ^^ Ф O ^ rH СМ ^ 'о о * о О' сГ о сэ о о со

са +

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Example 4

The plants listed in Table 4 are grown under the conditions described in Example 1 and are sprayed at either the herbicide or the synergistically active ingredient in the 3 to 4 leaf stage, or a combination of both. Evaluation is performed 3 weeks after application. The results are summarized in Table 4 below.

Table 4 i

The synergistically active substances, when mixed with the ammonium salt of phosphinothricin (А III), have a remarkable weed damage even at very low doses of the herbicide, whereas they alone show no phytotoxic effect or only a very weak phytotoxic effect.

(% damage)

compound dose kg / ha CYE SDS ECG SRH DIS В I 6.0 0 0 0 0 0 ammonium chloride (В IV) 4.8 0 0 0 0 0 C I 3.0 0 0 5 0 0 phosphate Potassium (КРОз) з (СП) 3.0 0 0 5 0 0 А III 0.4 30 - - - - 0.2 10 98 25 40 70 ο, ι - 70 13 8 55 А III + В I 0.4 + 6 70 - - - - 0.2 + 6 58 100 ALIGN! 90 90 99 0.1 + 6 - 97 58 48 88 A III + V IV 0.4 + 4.8 55 - - - - 0.2 + 4.8 50 100 ALIGN! 70 70 98 0.1 + 4.8 - 98 30 35 68 А III 4- С I 0.4 + 3.0 60 - - - - 0.2 + 3.0 50 100 ALIGN! 90 83 80 0.1 + 3.0 - 90 68 55 65 III and II 0.4 + 3.0 60 - - - - 0.2 + 3.0 35 100 ALIGN! 80 80 100 ALIGN! 0.1 + з, о - 80 60 48 88

Example 5

Example 6

The plants listed in Table 5 were grown under the conditions described in Example 1 and sprayed with either various salts of phosphinothricin or ammonium sulfate at stage 3 to 4 leaves ^. either alone or in combination of both. The dose of ammonium sulfate is 6 kg / ha. The salts of phosphinothricin are used in various doses. The application rate of water corresponds to 400 liters / ha. Evaluation is performed 3 weeks after application. The results of. + Y are summarized in Table 5.

The results show that ammonium sulphate alone is not herbicidally effective, but in combination with alkali metal, alkaline earth metal and ammonium salts of thionionoihricin, their herbicidal activity against monocotyledonous and dicotyledonous weed species increases.

Without the addition of ammonium sulphate, on average, the amount of phosphonothricin derivative to be doubled, in part even quadruple, must be used in order to obtain the same herbicidal effect as ammonium sulphate.

When controlling perennial weeds, a good lasting effect is sought as far as possible, that is to say, the aim is to achieve as long as possible a suppression of the return of shoots from the organs of the plants in the ground (rhizomes, roots).

For example, wheat (Agropyron) has been shown to show the addition of ammonium sulfate (4 kg / ha) to the ammonium salt of phosphinothricin on the long-term effect of this herbicide.

To this end, the plants are grown in a plastic bucket in a sandy clay soil under greenhouse conditions, and at 5-6 leaf stages, the plants are sprayed at various rates with ammonium phosphinothricin (A III) alone or a combination of 4 kg / ha of sulfate of ammonium (VI) and the above herbicide (application rate of water is 400 liters / ha). After 4 weeks of growing in the greenhouse, the above-ground parts of the treated plants as well as the untreated control plants are cut off and the vessels are left in the greenhouse for a further 7 weeks.

After this time, the expelled leaves are cut off, dried at 100 ° C and the dry mass of the leaves determined. The dry mass of leaves from the vessel in which the plants were treated is compared to the dry mass of leaves from the untreated control vessels. The results are shown in Table 6.

The re-expulsion of fodder is strongly suppressed by the addition of ammonium sulphate for all doses of active ingredient. Ammonium sulfate alone has no effect.

The results show that ammonium sulphate in several-year-old plants appears to potentiate the systemic action of phosphinothricin and thereby prolong the long-term effect of this herbicide.

Table 5 ^(p O ^SK wed in%)

compound avka ^{d (kg /} ha) AGR QUARRY CRS COA ammonium sulfate (BI) 6.0 0 0 0 0 calcium salt 0.8 75 75 phosphinothricin 0.4 43 47 (A IV) 0.2 33 30 53 0.1 37 A IV + Β I 0.8 -j- 6.0 95 92 0.4 + 6.0 87 63 0.2 4- 6.0 70 43 90 0.1 + 6.0 73 monopotassium salt 0.8 78 47 phosphinothricin (A V) 0 ^, 4 47 33 0.2 28 25 60 0.1 27 Mar: A V + Β I 0.8, ^6.0 93 85 0.4 4- 6.0 75 68 0.2 4- 6.0 57 43 97 ^{0.1 + 6.0} 67 dipotassium salt 0.8 60 57 phosphinothricin (A V ^I ) 0 ^, 4 43 37 0 ^, 2 30 27 Mar: 47 0 ^, 1 37 A VI 4 Β I ^{0.8 4 6 0} 94 83 0.4 4 ^{- 6.0} 75 63 0.2 + 6.0 53 43 98 o, ¹ 4 ^6, on 50 monosodium salt 0.8 77 67 ^f axis ^f inothricin (A VII) 0.4 50 43 85 0.2 33 30 43 . 0 ^, 1 23 A VII + Β I 0.8 + 6.0 91 80 0.4 4- 6.0 75 65 100 ALIGN! ⁰ 2 ^{4 6 0} 63 43 100 ALIGN! 0.1 + 6.0 80 ammonium salt 0.8 87 68 phosphinothricin 0.4 73 43 98 53 (A III) 0.2 43 30 40 33 0 ^, 1 20 May 27 Mar: A III + I 0.8 4- 6.0 96 93 ^0, 4 + 6 H 82 73 100 ALIGN! 95 0.2 + 6.0 75 43 100 ALIGN! 70 0.1 4- 6.0 53 47

Table 6

Re-expulsion of the crop 11 weeks after herbicide use (leaf mass re-expelled in treated% w / w leaf of untreated control).

preparation rate (kg / ha) leaf mass (% of control) А III 2,0 18 1.0 48 0.5 81 А III + В I 2.0 + 4.0 0.5

1.0 + 4.0 22

0.5 + 4.0 31

Example 7

The plants are grown according to the method described in Example 1 and sprayed at the 3 to 4 leaf stage with the solutions given in Tables 7 and 8. The amount of water is 400 liters / ha (in experiments with synergistically active substances В V, В VI, VII) optionally 200 l / ha (in the experiment with a synergistically active substance V1 VIII).

Evaluation of the experiment is performed weeks after application. As can be seen from Tables 7 and 8, the ethanolammonium salts as well as piperidine improve the herbicidal effect of the ammonium salt of phosphinothricin.

Often, when combined with synergistically active ingredients, half of the amount of phosphinothricin ammonium salt required when using ammonium phosphinothricin alone is sufficient to achieve an equally potent herbicidal effect. When used synergistically, they exhibit no phytotoxicity.

Table 7 QUARRY ABT IPP (plant damage in%) compound rate (kg / ha) monoethanolamonium- Diethanolammonium acetate (V) 1.0 0 0 0 triethanolammonium acetate (VI) 1.0 0 0 0 acetate (В VII) 1.0 0 0 0 ammonium salt 0.8 66 - 61 phosphinothricin 0.4 20 May 86 50 (А III) 0.2 3 58 25 0.1 - 6 - А III + В V 0.8 " ^- 1.0 84 - 85 0.4 + 1.0 43 99 80 0.2 + 1.0 9 90 28 0.1 + 1.0 - 65 - A. III + VI 0.8 "1" 1.0 76 - 92 0.4 + 1.0 53 100 ALIGN! 77 0.2 + 1.0 18 99 30 0.1 + 1.0 - 73 - III and VII 0.8 ^- 1.0 76 - 93 0.4 4- 1.0 48 98 70 0.2 + 1.0 20 May 70 30 0.1 + 1.0 - 60 -

Table 8 (% plant damage)

compound rate (kg / ha) ALM QUARRY CRS Piperldine (В VIII) 2,0 0 0 0 Phosphinothricin ammonium salt 0.8 65 55 100 ALIGN! (А III) 0.4 30 40 98 0.2 25 25 85 A III + V VIII 0.8 + 1.0 70 70 100 ALIGN! 0.4 + 1.0 45 45 100 ALIGN! 0.2 + 1.0 40 40 95 Example 8 damage to treated plants in comparison with untreated control. In the manner described in Example 1, in Results summarized in Table 9 show that greenhouse grown weeds and in stages 3 to 4 the synergistically active substance itself, i.e. sulfate The leaves are treated with ammonium salts of L-phosphinothrici- ammonium, does not harm plants. Herbicidní nu (А VIII), optionally D, L-phosphinothricyl-L- efficiency of both compounds, i.e., the ammonium salts of L- -alanyl-L-alanine (IX IX), optionally com- -phosphinothricin (А VIII) and D, L -fosfinothri- by binning these compounds with ammonium sulphate cyl-L-alanyl-L-alanine (A IX) with addition ným. The grade is evaluated 3 weeks after treatment ammonium sulfate in all plant species will increase. Table 9 (% damage to plants) compound dose kg / ha SIA AVF ALM ECG QUARRY untreated - 0 0 0 0 0 ammonium sulphate (BIJ 3.0 0 0 0 0 0 ammonium salt 0.60 - 99 94 95 91 L-phosphinothricin 0.30 - 99 85 85 80 (А VIII) 0.15 - 50 55 60 45 А VIII + В I 0.6 + 3.0 .---------------------------------------- 100 ALIGN! 98 100 ALIGN! 93 0.3 -j- 3.0 - 100 ALIGN! 97 100 ALIGN! 87 0.15 + 3.0 - 99 93 99 75 D, L-phosphinothricyl-L-ala- 0.60 100 ALIGN! 70 60 65 35 nyl-L-alanine 0.30 20 May 10 10 10 15 Dec (А IX) 0.15 10 0 0 0 0 IX IX + В I 0.6 + 3.0 100 ALIGN! 70 75 70 35 0.3 + 3.0 80 60 45 60 35 0.15 + 3.0 40 ¹⁰ 20 May 20 May 30 Abbreviations: of Example 1 is Stage 3 to 4 leaves repent solutions, whose composition is mentioned in SIA = Mustard (Sinapis) Table 10. AVF = deaf oats (Avena fatua) The amount of water consumed after ALM = Alopecurus i count 400 liters per ha. 3 weeks after application

ECG LOM = Echinochloa = ryegrass (Lolium) or active substances are evaluated. As shown in Table 10, ammonium sulfate improves the herbicidal effect of the dimethylethanolammonium salt of phosphinothricin as well as the diethanolammonium salt of phosphinothricin.

Example 9

Plants grown in the manner described in

17 221287 18 Table 10 compound dose % damage (kg / ha) AVF ALM LOM ECG GAA

ammonium sulphate (B I) 3.0 0 0 0 0 0 dimethylethanol- 1.0 88 - - - - ammonium salt 0.5 65 75 - - 85 phosphinothricin 0.25 - 40 75 - 50 (AX) 0.12 - - - 30 30 А X + В I 1.0 + 3.0 100 ALIGN! - - - - 0.5 + 3.0 88 98 - - 100 ALIGN! 0.25 + 3.0 - 68 83 - 68 0.12 + 3.0 - - - 93 60 diethanolammonium 1.0 88 - - - - a phosphinothricin salt 0.5 50 68 80 - - (А XI) 0.25 25 45 65 - - 0.12 - - 35 40 25 XI XI + В I 1.0 + 3.0 100 ALIGN! - - - - 0.5 + 3.0 93 90 98 - - 0.25 4- 3.0 70 75 88 - - 0.12 + 3.0 - - 70 93 68 Explanatory notes to the table: QUARRY = Rye (Lolium)

ECG = Hedgehog Corn (Echinochloa)

AVF = deaf oat (Avena fatua) GAA = friendship (Galium)

ALM = Alopecurus

Claims (5)

SUBJECT OF THE INVENTION A herbicidal composition comprising a combination as an active ingredient A. The compound of formula (I) НзС O \ ll P - CH 2 - CH 2 - CH - COOH / I RO NH2 (I) in which R is hydrogen or (C1-C4) -alkyl, their salts with bases or with inorganic acids, or with phosphinothricylalanylalanine, with B. inorganic or organic ammonium salts of the general formula II R ²¹ NR i R _J LIL) carbon atoms or a hydroxyethyl group, or two of the radicals R ¹ to R ⁴ together with the nitrogen atom form a 3- to 7-membered ring in which optionally one CH2 group is replaced by oxygen, --NH-- or an N-alkyl group wherein the alkyl contains 1 to 4 carbon atoms, X is an anion of an inorganic or organic mono- or polyhydric acid and n is 1, 2 or 3, optionally with the free bases which form the basis of the salts of the formula II or with urea, or C. with ethylenediaminetetraacetic acid or its salts or water-soluble polyphosphates, provided that when R in formula I is hydrogen, the compound of formula В cannot be a free base, the weight ratio of components A: В or A: C being between 2: 1 and 1: 150. 2. A composition according to claim 1, wherein the active ingredient is a combination A. Phosphinothricin derivatives of the general formula I НзС O \ ll P — CH2 — CH2 — CH — COOH / I RO NH2 (I) in which R ¹ to R ⁴ are the same or different and represent hydrogen, an alkyl group having 1 to 4 wherein R is hydrogen or (C1-C4) -alkyl, or a salt thereof with a base or with an inorganic acid, B. inorganic or organic ammonium salts of the general formula II /? 7? - N-R * R (II) wherein R @ 1 to R @ 4 are the same or different and are hydrogen, - (C1 -C4) -alkyl or a hydroxybutyl group, X is an antontic inorganic or inorganic mono- or polybasic acid and n is 1, 2 or 3, or with urea, or C. with ethylenediamintegaocacro acids, optionally with salts thereof, or with water-soluble polyphosphates, provided that: R in formula - 1 - represents hydrogen, it cannot be a compound of formula - B - a free base, the weight ratio of components A: -B or A: C being between 2: 1 and 1: 150 . 3. A composition according to claim 1, wherein component A is present in the form of L-enantiomer. 4. A composition according to any one of claims 1 to 3, characterized in that it comprises ammonium sulfate as component B. ⁵ . ^p rost ^of b ^d b ^{e p} o bo ^{Importan dL} e ^{1 and} 4 wherein the weight ratio of components A: B, A or C, is between 1: 1 and 1: 10th