DD279167A5 - LIQUID HERBICIDES MEDIUM - Google Patents

Abstract

New liq. herbicides contain racemic or L-phosphinothricin (I) or its lower alkyl esters or salts with acids or bases in combination with a surface active agent in the form of (a) (12-18C alkyl-dimethyl-, 10-18C fatty acid amidopropyl-dimethyl-or 10-18C fatty acid amidoethyl-dimethyl-amine oxides, (b) the betaine of coco-alkyl-dimethylaminoacetic acid or coco-alkylaminopropionic acid, (c) 12-18C alkanesulphonates and their mixts. with 10-18C fatty alcohol polyglycol ether sulphosuccinic acid half-esters or 10-18C fatty alcohol polyglycol ether sulphates, (d) 12-18C alkyl sulphosuccinic acid half-esters or 10-18C fatty alcohol polyglycol ether sulphosuccinic acid half-esters and esters and their mixts. with 10-18C fatty alcohol polyglycol ether sulphates, or (e) 12-20C alpha-olefin sulphonates and their mixts. with 10-18C fatty alcohol polyglycol ether sulphates, 10-18C fatty alcohol polyglycol ether sulphosuccinic acid half-esters or 12-18 C alkyl sulphosuccinic acid half-esters (sulphonates being alkali, ammonium, alkaline earth or substd. alkyl; or alkanolamine salts of the corresponding sulphonic or sulphuric acids).

Description

Field of application of the invention

The invention relates to liquid herbicidal compositions containing active ingredients which have improved herbicidal activity.

Characteristic of the known state of the art

From US-PS 4168963 it is known that compounds of the formula

NH, 0

P - CH ₂ - CH ₂ -CH-

OH

and their derivatives (I) have good and broad activity against weeds of many botanical families. The compounds I contain an asymmetric carbon atom. Formula I includes all stereoisomers (D- and L-form), especially the biologically active L-enantiomer. Of particular importance is the ammonium salt of these compounds (L-form as well as racemate).

The compounds are suitable for non-selective control of undesired plant growth, eg. On agricultural crops, viticulture, π fruit and oil palm plantations, industrial and railway facilities. They are mostly called. / formulated aqueous solutions.

It is also known that the effectiveness of herbicides can be improved in many cases by the addition of surface-active agents (cf DE-OS 2725823 and 25542-2). (C, ₂ -C, ₈ ) fatty alcohol polyglycol ethers and alkylphenol polyglycol ethers are particularly frequently used for this purpose. In EP-A 004843d is shown that Kokusfettalkyl-benzyl dimethyl ammonium chloride, or C ₂ -C ₁₈ -Alkylpo'yglykolätl ¹ ^ rsulfate the action of I compared with the fatty alcohol and mitgeprüften compared Alkyiphunolpolyglykoläthcrn reinforcing ilerdings the water-containing liquid formulations of I only stable if you polar solvents such. For example, dimethylformamide, N-Mcthylpyrrolidon or Älhylenglykolmonomethyläther be added. Otherwise, in the formulation, phase separations occur in active ingredient-enriched, less surfactant-containing and less active, surfactant-enriched layers.

Furthermore, it has been found that the cold stability of these formulations is often insufficient for practical requirements. While falling drug or wetting agent only below freezing between 0 and - from 1O ⁰ C, but when stored in the cold preparations it may still be problems with filling from larger containers into small containers. So z. B. the bulk containers are stored for a long time warm so that drug and Tensiri dissolve again and the formulations can be filled homogeneously in small packages. Furthermore, the preparations should contain no or very small amounts of organic solvents because of the flammability and a possible user hazard. It is also important to improve the rainfastness of the formulations which contain as active ingredient compounds of the formula I or derivatives thereof, since these active compounds are water-soluble and are absorbed by the plants via the leaf surface. Thus, especially in tropical areas, there is a risk that the active ingredient will be washed off the leaf surface by rain which sets in after the application and thus becomes ineffective. Additives to adhesives, such as those used to improve the rainfastness in spray powders, such. As polyvinyl alcohols, pyrrolidones, acrylates, acetates, Hydroxiäthyl-, Carbäthoxiäthyl-, methylcelluloses, dextrins, hydrolyzed peptides, heteropolysaccharides, lignosulfonates, cationic compounds or mineral oils had shown no Effektp in experiments.

Object of the invention

The invention provides liquid herbicidal compositions containing compounds

a) high cold stability

b) better herbicidal action compared to the known formulations

c) high resistance to rainfall and

d) the lowest possible addition of organic solvents.

Surprisingly, formulations of the abovementioned active compounds which have these improved properties can be obtained by the use of certain surfactants.

Explanation of the essence of the invention

The object of the invention is to provide liquid herbicidal compositions which have improved properties over the known formulations.

The present invention therefore relates to liquid herbicidal compositions, characterized by a content of a compound of the formula

HO

P - CH ₂ --CM ₂ - CH - COOH

in the form of the racemate or the L-enantiomer,

their lower alkyl esters or salts with acids or bases (I) in combination with surfactants in the form of

a) (C ₁₂ -C ₎ e) -Alkyldimethyl-, (Cio-Cul fatty acid amidopropyldimethyl- or (C ₁₀ -C 8) fatty acid amidoethyl dimethylamino oxides

or b> the betaine of cocoalkyldimethylaminoacetic acid or cocoalkylaminopropionic acid or

c) (C ₁₂ -C ₁₈ ) -alkanesulfonates and mixtures thereof with (Cio-Cial-fatty alcohol polyglycol ether-sulfosuccinic acid monoesters or (C ₁ -C ₁₈ ) -fatty alcohol polyglycol ether sulfates or

d) (Ctr-Ctsl-Alkylsulfobernsleinsäurehalibern or (Cio-C ^ l-Fettalkoholpolyglykolethersulfobernsteinsäurehaibestern and esters and mixtures thereof with (C ₁₀ -C ₁₈ ) fatty alcohol polyglycol ether sulfates or

e) (v _{") 2} -C2o) -a-olefin and mixtures thereof with (Cm-Cjel-Fettalkoholpolyglykolethersulfaten, (Ci-CiO ₈₎ -Fettalkoholpolyglykolethersulfobernsteinsäurehalbestern or (C, ₂ -C, ₈₎ -Alkylsulfobernsteinsaurehalbestern using as alkali sulfonates -, ammonium, alkaline earth or substituted alkyl or alkanolamine salts of the corresponding sulfonic or sulfuric acids can be used.

Preferred use as surfactants are (Ci2-Cie) -Alkyldimethylaminoxide, (Ci2-Ci3) -Alkansulfonate, (C ₁₂ -C ₁₈ ) -Alkylsulfobernsteinsäurehalbester, here in particular Isodecylsulfobernsteinsäurehalbester, and (C ₁₂ - C ₂ o) a-Olefinsulfonate and Mixtures of these compounds with (Cio-Cial-Fettalkoholpolyglykolethersulfaten.

A further preferred embodiment of the compositions according to the invention is that in addition to 5-40Gew .-% of a Verb'ndung I 0.5-8fachen the weight of the surfactants of the invention and 0-20Gew .-% of a water miscible polar solvent such. From methyl glycol, propylene glycol mohomethyl ether, PEG 200, isopropanol, DMF or NMP.

Further surface-active substances are contained in particular between 4-15% by weight in the finished formulation.

The compositions according to the invention contain in water-dissolved form 5-40% by weight of an active compound of the formula I and 0.5-8 parts of the surfactants according to the invention per active substance oil. In addition, other surface-active agents for improving the wetting power, adhesives and binders, urea or inorganic salts such. As ammonium sulfide, water-soluble solvents and defoamers may be included. These surfactants can also be advantageous in Komhinationsformulierungen a compound I with other herbicidal active ingredients such. Simazine, terbutylazine, diuron, monolinuron, metoachlor, chlortoluron, oxyfluorfen, bifenox, imazethapyr, chlorimuron-ethyl, sulfonylureas, e.g. Sulfometuron, metsulfuron be used and enhance the effect of I.

The surfactants may also be added directly to the spray mixture of the active ingredient solution of I or the mixed formulations with the said herbicides prior to administration.

The compositions of the invention are as solutions in mixtures with water-insoluble drugs such. B. the o. A. Triazine and urea herbicidal active ingredients as suspension concentrates, in which the insoluble active ingredients in the solid, the compound I and the surfactants of the invention in the aqueous liquid phase are included. Low-melting active substances or liquid active substances such as metolachlor are prepared with a compound I and the surfactants in the form of a stable emulsion in which in the aqueous phase, the compound I and the surfactants of the invention, in oer "oily" liquid phase of the water-insoluble liquid or in organic Solvents contained active ingredient, wherein the organic solvent itself should not be water-soluble.

The preparation of such mixed formulations can be carried out in various ways. On the one hand, it is possible to proceed by preparing the individual constituents separately in the form of individual dispersions and solutions and then mixing them using a colloid mill. It is likewise possible to mill the active substances of the finely dispersed phase together and to add the active compound solution to this mixed dispersion. In principle, one can also process all Wirko.offe in one pass to the desired mixing formulation.

The combination formulations prepared in this way are stable on storage, show virtually no chemical changes and are easy to handle in terms of application technology.

The agents according to the invention are applied after dilution in water. As active ingredients of the compound I are, in particular, compounds which are described in US-PS 4168963 or can be prepared according to such. B. (3-amino-3-carboxy-propyl) -methyl-phosphinic acid (phosphinothricin), its hydrochloride, monosodium, disodium, monokalium, dipotassium, monocalcium, ammonium, NH ₃ (CH ₃ ) * - , NH ₂ (CH ₃ I ₂ '-, NH (CH ₃ I ₃ *, NH (CH ₃ J ₂ (C ₂ H ₄ OH)' - or NH ₂ (CH ₃ ) (C ₂ H ₄ OH) * - Salts or their methyl, ethyl, propyl or butyl esters.

To prepare the compositions according to the invention, the active ingredient is dissolved in water and the calculated amount of the activity-enhancing surfactant and optionally other conventional auxiliaries such as solubilizers (propylene glycol monomethyl ether, glycols, polyglycols, block polymers, DMF, N-methylpyrrolidone, etc.), other wetting agents, dyes or Defoamers (eg, silicones, Polyethylpolypropylenglykole, soaps, etc.) and mixed intimately.

The surfactants of the invention and the other customary formulation auxiliaries are described, for example, in:

Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell N.J .; H. v. Olphen, "Introduction to Clay Colloid Chemistry", 2nd Ed., Wiley & Sons, N.Y .; Marschen, "Solvents Guide", 2nd ed., Lnterscience, N.Y. 1950; McCutcheon's, "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood N.J .; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., N.Y. 1S64; Schonfeldt, "Border-Active Ethylene Oxide Adducts", Wiss.

Publishing company, Stuttgart 1976; Winnacker-Kuchler, "Chemical Technology", Volume 7, C. Hauser Verlag Munich, 4th ed.

Examples of the surfactants according to the invention are:

- (C 1 -C 6 -alkyldimethylamine oxides: Alkamox LO ⁸ (Alkaril Chemicals), Aromox DMM CD-N ⁸ (Akzo Chemie), Genaminox ⁸ (Hoechst AG), Nissan Unisafe ALM (Nippon Oil & Fats Co.)

(. Rewo Chem works): - Fettsäureamidopropyldimethylaminoxide Alkamox CAPO® (. Alkaril Chem) Rewominox B 204 ^s, Steinapon.RTM AM B13 * (Rewo Chem works.)

- Betaine ζ. Eg cocoalkyldimethylaminoacetic acid: Alkateric BC * (Alkaril Chemicals), Armoricic IB ⁸ (Akzo) or the cocoalkylaminopropionic acid: Alkateric AP-C * (Alkaril Chemicals), Amphoteric B4 ⁸ (Zschimmer & Schwarz)

- Isodecylsulfosuccinic acid ester: Netzer IS * (Hoechst AG)

- sulfosuccinic esters based vcn Fettalkoholpolyglykoläthern are: Texapon.RTM SB3 ⁸ (Henkel KG) Setacin 103 ⁸ (Zschimmer & Schwarz), Genopur SB3120 "(Hoechst AG), Elfanol 616" (. Akzo Chem), Konacool-L400 ^s (Toko Chem Ind. Co. Ltd.)

- (C ₁₂ -C ₁₀ ) alkanesulfonate: Hostapur SAS ⁸ (Hoechst AG)

- α-olefinsulfonates: Elfanol OS46 ⁸ (Akzo Chemie), Hostapur OS45 * (Hoechst AG)

Fatty alcohol polyglycol ether sulfates: Genapol LRO ⁸ , Genapol LRC *, (Hoechst AG), Gezavon LL 20 ⁸ (Zimmerli AG), Texapon ASV ⁸ , Texapon Na ⁸ , Texapon M (Henkel KG)

- (C ₁₂ -C, ") -alkylsulfonates: Texapon KI 2 ⁸ (Henkel KG)

embodiments

The following examples serve to illustrate the invention:

A) Compositions and stability of active compounds according to the invention Table 1

formulated Active Wasor.LM surfactant appearance Chem. Stabi -regulation fabric ser after 14 days at after No. %%% % 2O ⁰ C 0 ⁰ C below O ° C 3 months from 5O ⁰ C

comparatively • 8th 20 50 10Prop.-M. 20 Fettalkoholpolyglykoläthersulfat-Na clear clear -3 Ctrüb clear -1O ⁰ C cloudy clear -5 "C stuck stable medium 18 52 10Prop.-M. 20 Lauryl dimethyl amine oxide clear clear -18 ⁰ C cloudy clear -5 ⁰ C fixed stable 1 19 53 10Prop.-M. 18 Ci2-C) 8-A! Kyl-dimethyl-amine oxide clear clear -7 ° Ctrüb cloudy I - stable 2 G 19 60 without 21 Fettsäureamidopropyl- clear clear -13 ⁰ C cloudy clear -2 ° Ctrüb stable 3 dimetnylaminoxid clear -2 ⁰ C cloudy 10 19 57 without 24 Coconut alkyl-dimethylaminoacetic acid clear clear -18 ⁰ C cloudy clear -18 "C cloudy stable 4 (Betaine) clear -16 ° Ctrüb 11 19 56 without 25 Coconut alkyl-aminopropionic clear Clear -6 ⁰ C cloudy stable cn 19 51 10Prop.-M. 20 N-lauryl-beta-imino-dipropionic clear clear -1O ⁰ C cloudy stable 6 12 19 62.5 without 19.5 C7-C) 7-Alkoylamino-3-dimethyl- clear + 2 ° C crystals clear -12 ° Ctrüb clear -2 ⁰ C cloudy - 7 13 aminopropane-3-carboxymethyl-Belain 19 51 10Prop.-M. 20 Betaine of mono-sodium salt one clear clear -1 ⁰ C cloudy clear -3 ⁰ C cloudy stable 14 with acetic acid and ethoxyacetic acid phase separation substituted cocoalkyl imidazoline phase separation 15 18 60 without 22 Alkyl-hydroxyethyl-hydroxipropyl- clear +4 ^C Ctrüb clear • -11 ° C cloudy - imidazole-sulfonic acid -8 ° C firmly clear 16 19 51 10Prop.-M. 20 Cocosfettsäureamidopropyl-hydroxybenzophenone clear clear -10 ° Ctrüb clear clear -10 ° Cfest stable sulfobetaine 18 62.5 without 19.5 beta-tain of a polysiloxane-dimethyl clear clear to clear stable 17 aminoacetic -25 ⁰ C clear 20 60 without 20 Cir-Cie alkyl sulfate, Na phase separation clear - 20 37.5 20M.-Glyk. 10 Ci2-Ci6-alkyl sulfate, Na clear stable 18 12.5 Cir C 18 alkanesulfonate, Na 19 20 60 without 20 Isodecylsulfobernsteinsäurehalb- clear - ester, Na clear 20 20 50 10Prop.-M. 20 Isodecylsulfobernsteinsäurehalb- clear stable 21 ester, Na clear 18 60 without 14 Isodecylsul'obernsteinsäurehalb- clear stable 22 ester, Na 8th Fatty alcohol polyglycol ether sulfate, Na clear 23 11 54 without 21 Isodecylsulfobernsteinsäurehalb- clear stable ester, Na clear 14 Fatty alcohol polyglycol ether sulfate, Na 20 40 20M.-Glyk. 20 Diisooctylsulfosuccinic acid star, Na - 24 20 40 20N.-Glyk. 12 Diisooctylsulfosuccinic acid ester, Na - 8th Fatty alcohol polyglycol ether sulfate, Na 25 19 41 10Prop.-M. 20 α-olefinsulfonate, Na stable 19 41 10Prop.-M. 5 α-olefinsulfonate, Na _ 15 Fatty alcohol polyglycol ether sulfate, Na 26 19 41 20M.-Glyk. 10 α-olefinsulfonate, Na stable 10 Fatty alcohol polyglycol ether sulfate, Na 27 19 42 20M.-Glyk. 11.5 C _ir -C ₁₈ alkane sulfonate, Na .stable 7.5 Fottalkoholpolyglykoläther- sulfosuccinic acid semi-ester, Na 12 Cj ₂ -C ₁₈ alkanesulfonate Na 19 51 10 PEG 200 8th Fettalkoholpolyglykoläther- stable sulfosuccinic monoester, Na 19 41 20M.-Glyk. 8th Fettalkoholpolyglykoläther- stable sulfosuccinic monoester, Na 12 Fatty alcohol polyglycol ether sulfate, Na 19 51 ohno 18 Decylalkoholpolyglykoläther- stable sulfosuccinic acid ester, Na 19 41 20M.-Glyk. 5 Decylalkoholpolyglykoläther- stable sulfobernsteinester 15 Fatty alcohol polyglycol ether sulfate, Na

formulated Active Wasor.LM surfactant appearance Chem. Stabi -regulation fabric sor after 14 days at after No. %%% % 20 ° CO ⁰ C below O ° C 3 months from 5O ⁰ C

28 20 60 without 12 8th 29 20 42 20M.-Glyk. 18 30 20 50 10Prop.-M. 12 8th 31 20 50 10Prop.-M. 6 14 32 11 39 lOProp.-M. 20 20 33 14 36 10Prop.-M 40 34 10L 69 without 21 35 6.6 liter 60.4 without 33 36 6.6L 67.9 without 37 9.9 L 68.2 without 14 7 38 6.6 liter 80.4 without 13 39 * 6.6 liter 70.4 10 PEG 200 3 10 40 6,4L 70.6 10Prop.-M. 13 41 6,4L 43.6 lOProp.-M. 40 42 10.3L 59.7 10Prop.-M. 20 43 10,0L 40 lOfrop.-M. 40

(Isulfonat Dodecylbenzolr.ulfonai, Na Fettalkoholpolyglykoläthersulfat, Na Ci2-CI8-alkane sulphonate, Na Cir-C, 8-alkane sulphonate, Na Fettalkoholpolyglykoläthersulfat, Na C, ₂ -C ₁₈ -Alka, Na Fettalkoholpolyglykoläthersulfat, Na Ci2-Cia-alkane sulphonate, Na Fettalkoholpolyglykoläthersulfat , Na fatty alcohol polyglycol ether sulfate, Na

Coco-dimethyl-dimethylaminoacetic acid coco-alkyl-dimethylaminoacetic acid decyl alcohol polyglycolic acid sulfonic acid 'Ster, Na 14.3 isodecylsulfosuccinic acid halide

ester, Na

7,6 fatty alcohol polyglycol ethers, julfat.Na Ciz-Ci ₈ -alkanesulfonate, Mu C) 2-Ci8-alkanesulfonate, Na fatty alcohol polyglycol ether sulfate. Na fatty alcohol polyglycol ethers ilfat, Na fatty alcohol polyglycol ether sulfate, Na fatty alcohol polyglycol ether sulfate, Na fatty alcohol polyglycol ether sulfate, Na

Clearly separating phases clearly clear. clear clearly clearly clear - 1 ⁰ C solid -10 ° C cloudy -16 ° C cloudy stable stable clear clear -10 ° Ctrüb stable clear O ⁰ C cloudy clear clearly clear -10 ° Ctrüb stable clearly clearly clear clear -15 ° C cloudy -7 ° C cloudy -8 ° C cloudy stable stable stable stable clear at RT cloudy clear -13 ° Ctrüb stable clearly clearly clear -8 ⁰ C cloudy stable stable -3 ⁰ C turbid -1 ° C turbid -2 ⁰ C turbid -2 ⁰ C cloudy stable stable stable stable

Prop.-M. = Propylene glycol monomethyl ether PEG 200 = Polyethylene glycol with average mol. Wt. Of turbid = liquid, cloudy by crystals

Na = sodium salt or D'sodium salts in sulfosuccinic monoesters

M. Glyk. = Ethylene glycol monomethyl ether

clear = clear solution

Active ingredient: phosphinothricin (ammonium salt)

L: L-isome.

B) Biological examples example 1

Barley plants grown in the greenhouse were in the 3-leaf stage m t diluted in water formulations (active ingredient: phosphinothricin ammonium salt) with those in the tub. 2 sprayed specified drug concentrations. The standard used was the comparison agent listed in Table 1. After 17 days, a scoring of the plants was made. The damage (effect) is expressed in%. The results are shown in Tab.

Table 2

Greenhouse trial on barley

Effect in% 17 days after treatment

Water consumption: 300l / ha

Formulation from Tab. 1

No. 31.25 62.5

Dosage: g active ingredient / ha

125 250

500

comparison means

- 7 67 87 88 - 25 80 96 100 - 25 76 94 99 - 20 75 93 98 - 25 75 95 99 - 20 78 56 100 22 / 5 94 99 - 30 82 95 100 _

Example 2

In a field trial, rapeseed, field bean and reporting in the 3-5-leaf stage were sprayed with the water-diluted formulations according to the invention. The Wassermengenmenga was 300l / ha. 13 days after the treatment, the plants were scored. Dia damage is expressed in%. The active compound concentration and the test results are shown in Table 3.

table

Field trials on oilseed rape, field bean and reporting Effect in% 13 days after treatment

Formulation from Tab. 1 Dosage in kg of active ingredient / ha

No oilseed rape bean report

0.5 1.0 0.5 1.0 0.5 1.0

comparison means

Example 3

In order to determine the rheological resistance of the formulations according to the invention, barley plants grown in the greenhouse were sprayed in the 3-leaf stage with solutions of the various formulations (water application rate 3001 / ha). Some of the plants were subjected to artificial irrigation about 3 hours after this treatment, with about 10mm of artificial rain being applied. 19 days after this treatment, the effectiveness (damage to the plants) was scored. The active ingredient concentrations and the test results are shown in Tab.

table

Greenhouse tests on barley with and without irrigation Dosage in g active ingredient / ha Effect in% 19 days after treatment Irrigation 3 hours after treatment (about 10mm)

73 85 91 99 88 90 75 90 96 100 93 99 80 90 95 99 92 93 82 90 95 100 94 97 78 P4 95 99 93 95 80 95 86 99 92 95 82 92 95 98 90 96 81 92 96 99 92 96 80 94 99 100 92 96 92 96 98 100 96 96

Formulation from Tab. 1 62.5 125 without rain 500 1000 62.5 125 with irrigation 500 1000 No. - 30 250 75 95 - 10 250 65 85 comparison means - 33 45 85 98 - 35 30 75 95 16 - 40 63 88 99 - 30 50 85 95 17 - 42 70 93 100 - 35 55 75 94 32 - 58 67 95 100 - 58 42 80 98 33 38 50 85 96 - 20 48 62 Ö2 - 37 (active ingredient: L-isomer) 35 50 80 96 - 25 45 75 95 - 38 (active ingredient: L-isomer) 30 50 82 94 - 15 25 75 85 _ 40 (active ingredient: L-isomer) 45 65 78 98 _ 33 55 70 93 _ 41 (active ingredient: L-isomer) 35 45 90 96 - 10 35 80 82 _ 42 (active ingredient: L-isomer) 55 85 72 99 .- 40 60 60 99 - 43 (active ingredient: L-isomer) 95 80

Example 4

To test the rainfastness of the formulations according to the invention, an experiment of Paspalum conjugatum, a perennial Graminee, was planted in an olive tree planting. After the plants had been sprayed with solutions of the various formulations, a part of the plants was subjected to artificial irrigation, wherein artificial rain was applied with about 20mm of precipitation. Two weeks after this treatment, the effectiveness (damage to the plants) was rated. The active substance concentrations and the test results are shown in Tab.

table

Field test on Paspalum conjugatum Effect in% 2 weeks after treatment Irrigation 4 hours after treatment with 20mm

Formulation from Tab. 1 no. Comparative 33 without sprinkling 500 with sprinkling 500 gai / ha gai / ha 41 400 95 98 400 30 82 85 90 250 99 20 75 NJ OO CJl CJl O 200 95 200 80

Claims (5)

1. Liquid herbicidal compositions, characterized by a content of a compound of the formula NH
I CH, - CH ₉ - CH- OH in the form of the racemate or the L-enantiomer, dsren lower alkyl esters or salts with acids or bases (I), in combination with surfactants in the form of tO (C 12 -C ₁₈ ) -alkyldimethyl, (C 10 -C 15) -fatty-acid-amido-propyl-dimethyl-or (C 10 -C ₁₈ ) -fatty-acid-amido-ethyl-dimethyl-amine-oxides or b) the betaine of coco-alkylmethylaminoacetic acid or cocoalkylaminopropionic acid or c) (Ci2-C ₁₈ ) -Alkansulfonaten and their mixtures with
(Cio-ciej-Fettalkoholpolyglykolethersulfobernsteinsäurehalbesternoder (C ₀ -C ₈₎ or -Fettalkoholpolyglykolethersulfaten d) (C, 2-C ₁₈ ) -Alkylsulfobemsteinsäherehalb8stern or
(Cio-C ^ J-Fettalkoholpolyglykolethersulfobernsteinsäurehalbestern and esters "and their , Mixtures with (C, ₀ -C ₁₈ ) fatty alcohol polyglycol ether sulfates or e) (C, ₂ -C20) -α-olefinsulfonates and mixtures thereof with (C 10 -C 15) fatty alcohol polyglycol ether sulfates, (Cio-C ^ J-Fettalkoholpolyglykolethersulfobernsteinsäurehalbestern or (C ^ -Ciel-Alkylsulfobernsteinsäurehalbestern, which can be used as sulfonates alkali, ammonium, alkaline earth or substituted alkyl or alkanolamine salts of the corresponding sulfonic or sulfuric acids. 2. Herbicidal compositions according to claim 1, characterized in that they as surfactants (C, ₂ -C ₁₈ ) -Alkyldimeihylaminoxide, (C, ₂ -Ci ₈ ) alkanesulfonates, (C, 2-C ₁₃ ) -Alkylsulfobernsteinsäurehaibester, ( C ₁₂ -C ₂ o) -α-olefinsulfonates or mixtures thereof with (Cio-CieJ fatty alcohol polyglycol ether sulfates. 3. A herbicidal composition according to claim 1 or 2, characterized in that they contain as surfactants Isodecyisulfobernsteinsäurehalbester or mixtures thereof with (Ci ₀ -C, ₈ ) -Fettalkoholpolyglykolethersulfaten. 4. A herbicidal composition according to one or more of claims 1 to 3, characterized in that they contain in addition to 5-40 wt .-% of a compound I, the 0.5-8fachen weight fraction of the surfactants of the invention. 5. A method for controlling undesirable plants, characterized in that applied to these or the agricultural land an effective amount of a herbicidal composition according to one or more of claims 1-4.