Compositions Comprising Water-Soluble Herbicides And Use Thereof

20200367504 ยท 2020-11-26

Assignee

Inventors

Cpc classification

International classification

Abstract

The invention relates to compositions comprising a) water-soluble herbicide, b) one or more n-alkylglucamides of the formula (I), formula (II),

##STR00001##

wherein R1 represents a linear or branched alkyl group having 5 to 9 carbon atoms, R2 represents an alkyl group having 1 to 3 carbon atoms, c) one or more alkyl ether sulfates having 1 to 10 c atoms in the alkyl chain and having 1 to 20 alkyleneoxy units in the ether moiety, and water. The compositions according to the invention are highly effective and are characterised by a very advantageous toxicological and ecological profile, and also by having good storage stability whilst having a uniform and high biological activity.

Claims

1. A composition comprising a) a water-soluble herbicide, b) a N-alkylglucamide of the formula (I) ##STR00004## in which R1 is a linear or branched alkyl group having 5 to 9 carbon atoms, R2 is an alkyl group having 1 to 3 carbon atoms, c) an alkyl ether sulfate having 1 to 10 carbon atoms in the alkyl chain and having 1 to 20 alkyleneoxy units in the ether moiety, and d) water.

2. The composition as claimed in claim 1, further comprising at least one of the following constituents: e) cosolvent selected from the group consisting of dihydric and trihydric alcohols and/or f) further active agrochemical ingredient and/or g) water-soluble macro- and/or micronutrient, and/or h) further surfactant other than components b) and d), and/or i) further customary formulation auxiliaries.

3. The composition as claimed in claim 1, wherein the water-soluble herbicide is a water-soluble acid or a salt of auxins, of glufosinate, or of glyphosate.

4. The composition as claimed in claim 3, wherein the water-soluble herbicide is a water-soluble salt of glufosinate.

5. The composition as claimed in claim 4, wherein the active agrochemical ingredient of component a) is glufosinate-ammonium.

6. The composition as claimed in claim 2, wherein the composition comprises the active agrochemical ingredient glufosinate as component a) and at least one further pesticide as component f).

7. The composition as claimed in claim 6, wherein the further pesticide is a herbicide.

8. The composition as claimed in claim 2, wherein the further active agrochemical ingredient of component f) is an insecticide or a growth regulator.

9. The composition as claimed in claim 1, wherein the composition comprises the active agrochemical ingredients of component a) in an amount of more than 10% by weight.

10. The composition as claimed in claim 1, comprising 18% to 40% by weight, of the active agrochemical ingredient of component a) and no further active agrochemical ingredients.

11. The composition as claimed in claim 2, which contains 1% to 80% by weight of the active agrochemical ingredient of component a) and 1% to 80% by weight of one or more further active agrochemical ingredients of component f).

12. The composition as claimed in claim 1, which comprises, as component b), one or more alkylglucamides of the formula (I) in which the R1 radical is a linear or branched alkyl group having 7 to 9 carbon atoms and the R2 radical is a methyl group.

13. The composition as claimed in claim 2, which further comprises, as component e), propylene glycol, glycerol or combinations thereof.

14. The composition as claimed in claim 1, which comprises, as component c), (C.sub.8-C.sub.10)-alkyl (poly)ethylene glycol ether sulfates with 3 to 5 EO.

15. The composition as claimed in claim 14, wherein it comprises, as component c), compounds of the formula (II)
RO(CH.sub.2CH.sub.2O).sub.n-SC.sub.3.sup.M.sup.+(II) in which R denotes a C.sub.8-C.sub.10-alkyl group, n is an integer from 3 to 5 that denotes the number of ethyleneoxy groups in the (poly)ethyleneoxy bridge, and M denotes a monovalent cation.

16. The composition as claimed in claim 2, which takes the form of a concentrate formulation containing a) 1% to 80% by weight, of the active agrochemical ingredient of component a), b) 0.1% to 97% by weight, of one or more alkylglucamides of the formula (I), c) 0.1% to 97% by weight, of one or more alkyl ether sulfates having 8 to 10 carbon atoms in the alkyl chain and having 1 to 20 alkyleneoxy units in the ether moiety, d) 0.01% to 95% by weight, of water, e) 0% to 30% by weight, of one or more di- or trihydric alcohols as cosolvents, f) 0% to 80% by weight, of one or more active agrochemical ingredients, g) 0% to 25% by weight, of water-soluble macro- and/or micronutrients, especially nitrogen-containing inorganic ammonium salts and/or urea (derivatives), h) 0% to 25% by weight, of further surfactants other than the surfactants of components b) and d), and i) 0% to 50% by weight, of further customary formulation auxiliaries.

17. The composition as claimed in claim 2, which takes the form of a spray liquor and contains 0.001% to 10% by weight, of water-soluble herbicide of component a), 0.001% to 10% by weight, of the one or more further pesticides of component f).

18. A method for control and/or abatement of weeds, fungal diseases or insect infestation in plants comprising the step of contacting the weeds, fungal diseases or insects with at least one composition comprising a) a water-soluble herbicide, b) a N-alkylglucamide of the formula (I) ##STR00005## in which R1 is a linear or branched alkyl group having 5 to 9 carbon atoms, R2 is an alkyl group having 1 to 3 carbon atoms, c) an alkyl ether sulfate having 1 to 10 carbon atoms in the alkyl chain and having 1 to 20 alkyleneoxy units in the ether moiety, and d) water.

19. A method for improving the biological action for control of weeds, fungal diseases or insect infestation in plants comprising the step of contacting the weeds, fungal diseases or insects with at least one composition comprising a) a water-soluble herbicide, b) a N-alkylglucamide of the formula (I) ##STR00006## in which R1 is a linear or branched alkyl group having 5 to 9 carbon atoms, R2 is an alkyl group having 1 to 3 carbon atoms, c) an alkyl ether sulfate having 1 to 10 carbon atoms in the alkyl chain and having 1 to 20 alkyleneoxy units in the ether moiety, and d) water.

20. A method for reducing the tendency to foaming of a formulation during production, comprising the step of adding at least one composition comprising a) a water-soluble herbicide, b) a N-alkylglucamide of the formula (I) ##STR00007## in which R1 is a linear or branched alkyl group having 5 to 9 carbon atoms, R2 is an alkyl group having 1 to 3 carbon atoms, c) an alkyl ether sulfate having 1 to 10 carbon atoms in the alkyl chain and having 1 to 20 alkyleneoxy units in the ether moiety, and d) water, to the formulation.

Description

EXAMPLES

[0185] The invention is illustrated hereinafter by examples, but these should not be regarded as in any way restrictive.

[0186] The percentages stated hereinafter are percentages by weight (% by weight), unless explicitly stated otherwise.

[0187] The raw materials used are:

TABLE-US-00001 Pesticide A Glufosinate ammonium salt (98% by weight active), from Schirm Adjuvant A1 lauryl ether sulfate sodium salt with 2 EO (Genapol LRO paste, 68% by weight active), from Clariant Adjuvant alkyl ether sulfate (see example 1, table 1), from A2-A7 Clariant Adjuvant B C.sub.8/C.sub.10 glucamide (see example 2), from Clariant Cosolvent A 1,2-propylene glycol, from Clariant Cosolvent B dipropylene glycol, from Merck Solvent 1-methoxy-2-propanol, from Alfa Aesar Buffer salt diammonium hydrogencitrate, from Merck Defoamer Silicone-based defoamer from Momentive Water deionized water or tap water Basta glufosinate-ammonium formulation SL 200 from Bayer

Example 1: Preparation of the Alkyl Ether Sulfates (Adjuvant A2-A7)

[0188] The alkyl ether sulfates (adjuvant A2-A7 in table 1) were prepared by the following general preparation method: Fatty alcohol ethoxylates were prepared by preparation methods known from the literature (e.g. US-2012/310004) in 1 L stirred autoclaves under sodium hydroxide catalysis. The appropriate alkoxylate was reacted with chlorosulfonic acid in a molar ratio of 1:1 at a reaction temperature of 50 C. at most, and neutralized by addition of a stoichiometric amount of sodium hydroxide. The final product was adjusted to a pH of 7-9.5 and the active ether sulfate content was determined by means of anion-selective titration.

TABLE-US-00002 TABLE 1 Overview of the alkyl ether sulfate variants A2-A7 prepared Active content % Adjuvant Alkyl ether sulfate variant by weight A2 Octanoyl ether sulfate sodium salt with 3 EO 68 A3 Octanoyl ether sulfate sodium salt with 5 EO 79 A4 Nonanoyl ether sulfate sodium salt with 3 EO 54 A5 Nonanoyl ether sulfate sodium salt with 5 EO 68 A6 Decanoyl ether sulfate sodium salt with 3 EO 46 A7 Decanoyl ether sulfate sodium salt with 5 EO 72

Example 2: Preparation of the C.SUB.8./C.SUB.10 .Glucamide (Adjuvant B)

[0189] The solution with 50% by weight of active 08/010 glucamide substance was produced as follows: First of all, according to EP-A-550 637 C.sub.8/C.sub.10 fatty acid methyl ester (methyl octanoate:methyl decanoate=55:45) is reacted with N-methylglucamide in the presence of 1,2-propylene glycol as solvent and obtained as a solid consisting of 90% by weight of active substance and 10% by weight of 1,2-propylene glycol. This solid was dissolved at 40 to 50 C. in water, so as to give a solution with a 50% by weight content of linear 08/010 glucamide. This is a clear colorless solution.

[0190] The use concentrations in the examples that follow are always based on the tested product and, with regard to the linear C.sub.8/C.sub.10 glucamide itself, what is always meant is a stable solution with 50% by weight active substance content in water/propylene glycol.

Example 3: Noninventive Aqueous Glufosinate Formulations (Glufosinate-Ammonium 280 and 120 g/l a.e.)

[0191] The glufosinate ammonium formulations listed in table 1 were produced by mixing the various components with water. The preparations are then stored for 2 weeks at 10 C., 0 C., 25 C. (room temperature), and 54 C. to determine their storage stability and phase behavior.

TABLE-US-00003 TABLE 2 Composition of noninventive aqueous glufosinate formulations R1 R2 R3 Pesticide A.sup.1) 25.37 25.37 10.91 Adjuvant A2-A7.sup.1), 2) 15 25 45 Adjuvant B.sup.1) Cosolvent A.sup.1) Cosolvent B.sup.1) 15 15 15 Solvent.sup.1) 2 2 2 Buffer salt.sup.1) 1 1 1 Defoamer A1) 0.08 0.08 0.08 Water 41.55 31.55 26.01 Stability 10-54 C. (2 weeks) 2 phases 2 phases 2 phases .sup.1)Figures in % by weight .sup.2) In each case, formulations containing A2, A3, A4, A5, A6 or A7 were produced and examined

[0192] Formulations R1-R3 are not phase-stable with adjuvants A2-A7. This behavior was observed in the presence and absence of solvents.

Example 4: Aqueous Glufosinate Formulations (Glufosinate-Ammonium 120 g/l a.e.)

[0193] The glufosinate ammonium preparations listed in table 3 were produced by mixing the various components with water. The preparations are then stored for 2 weeks at 10 C., 0 C., 25 C. (room temperature), and 54 C. to determine their storage stability and phase behavior.

TABLE-US-00004 TABLE 3 Compositions of aqueous glufosinate formulations (glufosinate-ammonium 120 g/l a.e.) C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 C13 Pesticide A.sup.1) 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 Adjuvant A1.sup.1) 3.75 7.5 15 22.5 Adjuvant A2.sup.1) 3.75 7.5 15 22.5 Adjuvant A3.sup.1) 3.75 7.5 15 22.5 Adjuvant A4.sup.1) 3.75 Adjuvant A5.sup.1) Adjuvant A6.sup.1) Adjuvant A7.sup.1) Adjuvant B.sup.1) 11.25 7.5 30 22.5 11.25 7.5 30 22.5 11.25 7.5 30 22.5 11.25 Cosolvent A.sup.1) Cosolvent B.sup.1) 15 15 15 15 15 15 15 15 15 15 15 15 15 Solvent.sup.1) 2 2 2 2 2 2 2 2 2 2 2 2 2 Buffer salt.sup.1) 1 1 1 1 1 1 1 1 1 1 1 1 1 Defoamer A1) 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 Water 56.01 56.01 26.01 26.01 56.01 56.01 26.01 26.01 56.01 56.01 26.01 26.01 56.01 Stability stable stable stable stable stable stable stable stable stable stable stable stable stable 10-54 C. (2 weeks) C14 C15 C16 C17 C18 C19 C20 C21 C22 C23 C24 Pesticide A.sup.1) 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 10.91 Adjuvant A1.sup.1) Adjuvant A2.sup.1) Adjuvant A3.sup.1) Adjuvant A4.sup.1) 7.5 15 Adjuvant A5.sup.1) 3.75 7.5 15 Adjuvant A6.sup.1) 3.75 7.5 15 Adjuvant A7.sup.1) 3.75 7.5 15 Adjuvant B.sup.1) 7.5 30 11.25 11.25 7.5 30 22.5 11.25 7.5 30 11.25 Cosolvent A.sup.1) Cosolvent B.sup.1) 15 15 15 15 15 15 15 15 15 15 15 Solvent.sup.1) 2 2 2 2 2 2 2 2 2 2 2 Buffer salt.sup.1) 1 1 1 1 1 1 1 1 1 1 1 Defoamer A1) 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 Water 56.01 26.01 56.01 56.01 26.01 56.01 56.01 26.01 56.01 56.01 26.01 Stability stable stable stable stable stable stable stable stable stable stable stable 10-54 C. (2 weeks) .sup.1)Figures in % by weight

[0194] The compositions of the invention are homogeneous and phase-stable at 10 C., 0 C., 25 C. (room temperature), and 54 C. Examples of C.sub.1-C.sub.4 are noninventive comparative examples. The use of the solvent is not absolutely necessary since analogous stability data were obtained when the formulations were prepared with or without solvent. Moreover, no differences were found in the use of cosolvent A or of cosolvent B. It has been found that stable formulations with the alkyl ether sulfates A2-A7 were obtained solely in the presence of adjuvant B.

Example 5: Aqueous Glufosinate Formulations (Glufosinate-Ammonium 280 g/l a.e.)

[0195] The glufosinate ammonium preparations listed in table 4 were produced by mixing the various components with water. The preparations are then stored for 2 weeks at 10 C., 0 C., 25 C. (room temperature), and 54 C. to determine their storage stability and phase behavior.

TABLE-US-00005 TABLE 4 Compositions of aqueous glufosinate formulations (glufosinate-ammonium 280 g/l a.e.) D1 D2 D3 D4 D5 D6 D7 D8 D9 D10 D11 D12 D13 D14 D15 Pesticide A.sup.1) 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 Adjuvant A1.sup.1) 3.75 7.5 6.25 12.5 Adjuvant A2.sup.1) 3.75 7.5 6.25 12.5 Adjuvant A3.sup.1) 3.75 7.5 6.25 12.5 Adjuvant A4.sup.1) 3.75 7.5 6.25 Adjuvant A5.sup.1) Adjuvant A6.sup.1) Adjuvant A7.sup.1) Adjuvant B.sup.1) 11.25 7.5 18.75 12.5 11.25 7.5 18.75 12.5 11.25 7.5 18.75 12.5 11.25 7.5 18.75 Cosolvent A.sup.1) 10 10 10 10 10 10 10 10 10 10 10 10 10 10 10 Cosolvent B.sup.1) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 Solvent.sup.1) 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 Buffer salt.sup.1) 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 Defoamer A1) 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 Water 46.55 46.55 36.55 36.55 46.55 46.55 36.55 36.55 46.55 46.55 36.55 36.55 46.55 46.55 36.55 Stability 10-54 C. stable stable stable stable stable stable stable stable stable stable stable stable stable stable stable (2 weeks) D16 D17 D18 D19 D20 D21 D22 D23 D24 D25 D26 D27 D28 Pesticide A.sup.1) 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 25.37 Adjuvant A1.sup.1) Adjuvant A2.sup.1) Adjuvant A3.sup.1) Adjuvant A4.sup.1) 12.5 Adjuvant A5.sup.1) 3.75 7.5 6.25 12.5 3.75 7.5 6.25 12.5 Adjuvant A6.sup.1) 3.75 7.5 6.25 12.5 Adjuvant A7.sup.1) 3.75 7.5 6.25 12.5 Adjuvant B.sup.1) 12.5 11.25 7.5 18.75 12.5 11.25 7.5 18.75 12.5 11.25 7.5 18.75 12.5 Cosolvent A.sup.1) 10 15 15 15 15 15 15 15 15 15 15 15 15 Cosolvent B.sup.1) 0 0 0 0 0 0 0 0 0 0 0 0 0 Solvent.sup.1) 2 2 2 2 2 2 2 2 2 2 2 2 2 Buffer salt.sup.1) 1 1 1 1 1 1 1 1 1 1 1 1 1 Defoamer A1) 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 Water 36.55 41.55 41.55 31.55 31.55 41.55 41.55 31.55 31.55 41.55 41.55 31.55 31.55 Stability 10-54 C. stable stable stable stable stable stable stable stable stable stable stable stable stable (2 weeks) .sup.1)Figures in % by weight

[0196] The compositions of the invention are homogeneous and phase-stable at 10 C., 0 C., 25 C. (room temperature), and 54 C. Examples of C.sub.1-C.sub.4 are noninventive comparative examples. The use of the solvent is not absolutely necessary since analogous stability data were obtained when the formulations were prepared with or without solvent. It has been found that stable formulations with the alkyl ether sulfates A2-A7 were obtained solely in the presence of adjuvant B.

Example 6: Foam Test

[0197] Selected formulations were each diluted while stirring to a 4.0% solution for formulations C.sub.1-C.sub.27 from table 3 and to a 2.0% solution for formulations D1-D28 from table 4 in 100 ml of CIPAC D (340 ppm) water, and inverted 30 times. The foam volume formed and the foam volume remaining after 10 seconds, 1 minute, 3 minutes and 12 minutes were ascertained (see foam assessment according to CIPAC MT 47.2).

TABLE-US-00006 TABLE 5 Remaining foam volume after 10 seconds, 1 minute, 3 minutes and 12 minutes for formulations C1-C24 from table 3 Foam volume remaining in % Concentration after after after after Formulation [% by wt.] 10 s 1 min 3 min 12 min C1 4.0 96 86 41 30 C2 4.0 96 77 33 28 C3 4.0 100 55 30 16 C4 4.0 100 54 27 20 C5 4.0 96 37 12 7 C6 4.0 80 21 10 5 C7 4.0 43 10 5 0 C8 4.0 40 4 0 0 C9 4.0 85 19 10 0 C10 4.0 62 0 0 0 C11 4.0 77 10 4 0 C12 4.0 50 4 0 0 C13 4.0 94 55 6 4 C14 4.0 40 0 0 0 C15 4.0 66 8 5 4 C16 4.0 99 32 11 7 C17 4.0 49 10 7 6 C18 4.0 6 0 0 0 C19 4.0 91 18 10 6 C20 4.0 100 14 9 6 C21 4.0 11 0 0 0 C22 4.0 39 7 6 5 C23 4.0 6 0 0 0 C24 4.0 14 3 0 0

[0198] The inventive compositions C5-C27 show a distinct reduction in foam formation compared to the noninventive reference compositions C.sub.1-C.sub.4.

TABLE-US-00007 TABLE 6 Remaining foam volume after 10 seconds, 1 minute, 3 minutes and 12 minutes for formulations D1-D28 from table 3 Foam volume remaining in % Concentration after after after after Formulation [% by wt.] 10 s 1 min 3 min 12 min Basta 2.0 95 88 81 64 D1 2.0 90 89 54 33 D2 2.0 89 74 44 40 D3 2.0 90 67 46 27 D4 2.0 89 51 41 28 D5 2.0 42 0 0 0 D6 2.0 16 0 0 0 D7 2.0 82 9 7 5 D8 2.0 45 0 0 0 D9 2.0 6 0 0 0 D10 2.0 0 0 0 0 D11 2.0 51 6 4 0 D12 2.0 57 6 3 0 D13 2.0 69 5 4 0 D14 2.0 51 0 0 0 D15 2.0 55 6 5 0 D16 2.0 68 0 0 0 D17 2.0 65 11 5 0 D18 2.0 64 12 11 4 D19 2.0 99 40 17 14 D20 2.0 48 9 7 6 D21 2.0 98 90 35 16 D22 2.0 100 92 26 14 D23 2.0 100 40 19 12 D24 2.0 99 16 10 7 D25 2.0 4 3 3 0 D26 2.0 7 5 4 0 D27 2.0 15 9 6 4 D28 2.0 23 4 3 0

[0199] The inventive compositions D5-D27 show a distinct reduction in foam formation compared to the noninventive reference compositions D1-D4.

Example 7: Dynamic Surface Tension

[0200] Dynamic surface tension was determined via the bubble pressure method (BP2100 tensiometer, Krss). Given a timespan of relevance for the spray application of agrochemicals in aqueous dilution (called the surface age in the bubble pressure method) of 200 milliseconds (ms), the value for dynamic surface tension in [mN/m] correlates with the adhesion on plants that are difficult to wet, such as barley (cereal). A value of 50 mN/m (at 20-21 C.) with respect to water (72.8 mN/m) results in an improvement in the adhesion from zero adhesion (0%) to about 50% (Baur P., Pontzen R.; 2007; Basic features of plant surface wettability and deposit formation and the impact of adjuvant; in R. E. Gaskin ed. Proceedings of the 8th International Symposium on Adjuvant for Agrochemicals; Publisher: International Society for Agrochemical Adjuvant (ISAA), Columbus, Ohio, USA). The formulations listed in tables 7 and 8 were diluted to 2.5% with water and dynamic surface tension was measured.

TABLE-US-00008 TABLE 7 Dynamic surface tension of formulations C1-C24 from table 3 Amount [% by Dynamic surface tension at 200 ms [mN/m] Formulation weight] 20 ms 50 ms 100 ms 200 ms C1 2.5 71.9 69.4 67.6 65.7 C2 2.5 71.8 67.9 64.8 61.8 C3 2.5 65.1 56.9 50.7 44.5 C4 2.5 67.1 59.5 53.7 48.0 C5 2.5 70.7 68.8 67.4 66.0 C6 2.5 69.5 67.6 66.1 64.7 C7 2.5 63.7 60.4 57.8 55.2 C8 2.5 62.5 59.4 57.0 54.7 C9 2.5 70.4 68.6 67.3 65.9 C10 2.5 69.5 67.5 66.0 64.6 C11 2.5 64.0 61.1 59.0 56.8 C12 2.5 62.9 60.4 58.5 56.6 C13 2.5 70.7 68.3 66.5 64.7 C14 2.5 69.6 66.5 64.2 61.8 C15 2.5 62.2 57.7 54.2 50.8 C16 2.5 69.3 66.4 64.2 62.0 C17 2.5 68.8 66.1 64.0 62.0 C18 2.5 61.7 58.3 55.6 53.0 C19 2.5 71.2 68.2 65.9 63.6 C20 2.5 70.0 65.5 62.0 58.6 C21 2.5 61.0 55.0 50.4 45.8 C22 2.5 70.7 67.6 65.2 62.9 C23 2.5 69.0 65.2 62.3 59.5 C24 2.5 60.5 55.9 52.4 49.0

[0201] The compositions of the invention, compared to the reference compositions D1-D4, in most cases, even for low dosage, show adequate lowering of dynamic surface tensions, which suggests good sticking properties on the leaf surface.

TABLE-US-00009 TABLE 8 Dynamic surface tension for formulations D1-D28 from table 4 Amount [% by Dynamic surface tension at 200 ms [mN/m] Formulation weight] 20 ms 50 ms 100 ms 200 ms D1 2.5 72.0 69.8 68.0 66.3 D2 2.5 72.4 68.6 65.8 62.9 D3 2.5 71.8 67.3 64.0 60.7 D4 2.5 71.5 65.4 60.8 56.2 D5 2.5 70.4 68.9 67.7 66.5 D6 2.5 69.7 67.8 66.4 65.0 D7 2.5 69.1 66.7 64.8 63.0 D8 2.5 67.5 65.0 63.0 61.1 D9 2.5 70.5 68.9 67.6 66.3 D10 2.5 69.6 67.8 66.5 65.1 D11 2.5 68.8 66.6 64.8 63.1 D12 2.5 67.2 65.0 63.4 61.8 D13 2.5 71.1 68.8 67.2 65.5 D14 2.5 70.1 67.0 64.8 62.5 D15 2.5 69.2 65.7 63.1 60.5 D16 2.5 66.7 62.7 59.6 56.6 D17 2.5 70.7 68.5 66.9 65.2 D18 2.5 69.2 66.6 64.6 62.6 D19 2.5 68.7 65.6 63.3 61.0 D20 2.5 65.9 62.8 60.5 58.2 D21 2.5 71.5 68.5 66.3 64.1 D22 2.5 70.2 65.7 62.3 58.8 D23 2.5 69.3 64.7 61.2 57.7 D24 2.5 66.2 60.4 56.0 51.7 D25 2.5 71.1 68.1 65.9 63.7 D26 2.5 69.3 65.6 62.7 59.9 D27 2.5 68.5 64.5 61.4 58.4 D28 2.5 64.9 60.7 57.4 54.2

[0202] The compositions of the invention, compared to the reference compositions D1-D4, in most cases, even for low dosage, show adequate lowering of dynamic surface tensions, which suggests good sticking properties on the leaf surface.

Example 8: Use of Glufosinate Compositions for Weed Control

[0203] Selected formulations according to tables 3 and 4 were diluted with water, so as to result in a water application rate of 120-400 I/ha at a customary application rate for glufosinate (300-1000 g/ha) for application to uncultivated land. These spray liquors were applied to a spectrum of mono- and dicotyledonous weed plants that had emerged under natural conditions. An evaluation of the effect after 4 weeks showed that the green parts of the harmful plants had died off, demonstrating that good control of the harmful plants had been achieved. For example, in terms of biological effect in the control of monocotyledonous and dicotyledonous weed plants, selected formulations from tables 3 and 4 showed improved results over the commercially available Basta formulation for the same application rate of glufosinate.