NOVEL ADDITIVES FOR AGROCHEMICAL FORMULATIONS

Abstract

The invention relates to an agrochemical composition comprising a compound of formula (I) [R-(A).sub.x-OSO.sub.3.sup.−]-M.sup.+ (I); wherein M.sup.+ is a monoethanolammonium cation, and wherein the further variables have a meaning as defined herein. It also relates to an adjuvant solution comprising said compound of formula (I) and an organic solvent. Other objects are a compound of formula (I), wherein R is a linear alkyl and M.sup.+ is ethanolammonium and wherein the other variables have a meaning as defined herein; and a method of controlling undesired vegetation, and/or for regulating the growth of plants, wherein the agrochemical composition is allowed to act on the respective pests, their environment, or the crop plants to be protected from the respective pest, on the soil and/or on the crop plants and/or on their environment.

Claims

1. An agrochemical composition comprising a compound of formula (I)
[R-(A).sub.x-OSO.sub.3.sup.−]-M.sup.+  (I); wherein R is C.sub.10-C.sub.16-alkyl, C.sub.10-C.sub.16-alkenyl, or C.sub.10-C.sub.16-alkynyl; each A is independently a group ##STR00033## wherein R.sup.A, R.sup.B, R.sup.C, and R.sup.D are independently H, CH.sub.3, or CH.sub.2CH.sub.3 with the proviso that the sum of C-atoms of R.sup.A, R.sup.B, R.sup.C, and R.sup.D is up to 2; M.sup.+ is a monoethanolammonium cation; and the index x is a number from 1 to 10; and an agrochemical active ingredient.

2. The agrochemical composition according to claim 1, wherein the index x is from 1 to 3.

3. The agrochemical composition according to claim 1, wherein R.sup.A, R.sup.B, R.sup.C, and R.sup.D are H.

4. The agrochemical composition according to claim 1, wherein the agrochemical active ingredient is glufosinate or (L)-glufosinate, or a salt thereof.

5. The agrochemical composition according to claim 1, wherein the agrochemical active ingredient is a protoporphyrinogen-IX oxidase inhibitor or a salt thereof.

6. The agrochemical composition according to claim 1, wherein the concentration of the compound of formula (I) in the agrochemical composition is more than 25 wt %.

7. The agrochemical composition according to claim 1, wherein the concentration of the agrochemical active ingredient in the agrochemical composition is from 5 to 50 wt %.

8. A compound of formula (I) as defined in claim 1, wherein R is a linear C.sub.12-alkyl; and R.sup.A, R.sup.B, R.sup.C, and R.sup.D are H; and M.sup.+ is a monoethanolammonium cation.

9. An adjuvant solution comprising a compound of formula (I) as defined in claim 1, and more than 10 wt % of an organic solvent.

10. The solution of claim 9, wherein the organic solvent has a water-solubility of at least 10 wt % at 20° C.

11. A method for controlling undesirable vegetation, which method comprises applying the agrochemical composition as defined in claim 1 to a locus where undesirable vegetation is present or is expected to be present.

12. The agrochemical composition according to claim 4 wherein the agrochemical active ingredient is an ammonium salt of glufosinate or L-glufosinate.

Description

EXAMPLE-1

[0438] Two compositions A1 and A2 as well as comparative composition AC were prepared by mixing Pesticide A, water, and either Additive A or Additive B in the concentrations as provided in Table A.

TABLE-US-00001 TABLE A Ingredients of compositions AC, A1, and A2 in [wt %]. Ingredient AC A1 A2 Pesticide A 13.5 13.5 13.5 Additive A 73.0 — — Additive B — 73.0 66.5 Water 13.5 13.5 20 .sup.1)Dynamic viscosity .sup.2) 1139 543 (apparent) [mPas] .sup.1)The viscosities were measured according to CIPAC MT 192 by using a rotational viscometer. The given values are the apparent viscosity which were determined at shear sate of 100 s-1 at 20° C.. .sup.2): the mixture was in homogenous and therefore the viscosity could not be measured accurately.
Visual inspection of the compositions showed that compositions A1 and A2 had formed clear solutions, whereas composition AC had formed a heterogenous and insoluble gel.

EXAMPLE-2

[0439] Two compositions B1 and B2 as well as comparative composition BC were prepared by mixing Pesticide A, water, optionally ethanol, and either Additive A or Additive B in the concentrations as provided in Table B.

TABLE-US-00002 TABLE B Ingredients of compositions BC, B1, and B2 in [wt %]. Ingredient BC B1 B2 Pesticide A 16.2 16.2 16.2 Additive A 63.1 — — Additive B — 63.1 57.4 Ethanol 4.5 — — Water 16.2 20.7 26.4 .sup.1)Dynamic viscosity .sup.2) 457 424 (apparent) [mPas] .sup.1)The viscosities were measured according to CIPAC MT 192 by using a rotational viscometer. The given values are the apparent viscosity which were determined at shear sate of 100 s-1 at 20° C.. .sup.2): the mixture was inhomogenous and therefore the viscosity could not be measured accurately.
Visual inspection of the compositions showed that compositions B1 and B2 had formed clear solutions, whereas composition BC had formed a heterogenous an insoluble gel.

EXAMPLE-3

[0440] Two compositions C1 and C2 as well as comparative composition CC were prepared by mixing Pesticide A, water, ethanol and either Additive A or Additive B in the concentrations as provided in Table C.

TABLE-US-00003 TABLE C Ingredients of compositions CC, C1, and C2 in [wt %]. Ingredient CC C1 C2 Pesticide A 16.65 16.65 16.65 Additive A 61.4 — — Additive B — 61.4 55.9 Ethanol 4.4 4.4 4.4 Water 17.55 17.55 23.05 .sup.1)Dynamic viscosity .sup.2) 403 216 (apparent) [mPas] .sup.1)The viscosities were measured according to CIPAC MT 192 by using a rotational viscometer. The given values are the apparent viscosity which were determined at shear sate of 100 s-1 at 20° C.. .sup.2): the mixture was in homogenous and therefore the viscosity could not be measured accurately.
Visual inspection of the compositions showed that compositions C1 and C2 had formed clear solutions, whereas composition CC had formed a heterogenous an insoluble gel.

EXAMPLE-4

[0441] Two compositions D1 and D2 as well as comparative composition DC were prepared by mixing Pesticide A, water, ethanol and either Additive A or Additive B in the concentrations as provided in Table D.

TABLE-US-00004 TABLE D Ingredients of compositions DC, D1, and D2 in [wt %]. Ingredient DC D1 D2 Pesticide A 17.4 17.4 17.4 Additive A 60.9 — — Additive B — 60.9 55.4 Ethanol 3.5 3.5 3.5 Water 18.2 18.2 23.7 .sup.1)Dynamic viscosity .sup.2) 452 246 (apparent) [mPas] .sup.1)The viscosities were measured according to CIPAC MT 192 by using a rotational viscometer. The given values are the apparent viscosity which were determined at shear sate of 100 s-1 at 20° C.. .sup.2): the mixture was in homogenous and therefore the viscosity could not be measured accurately.
Visual inspection of the compositions showed that compositions D1 and D2 had formed clear solutions, whereas composition DC had formed a heterogenous an insoluble gel.

EXAMPLE-5

[0442] Two compositions E1 and E2 as well as comparative composition EC were prepared by mixing Pesticide A, water, Adjuvant A and either Additive A or Additive B in the concentrations as provided in Table E.

TABLE-US-00005 TABLE E Ingredients of compositions EC, E1, and E2 in [wt %]. Ingredient EC E1 E2 Pesticide A 30.6 30.6 30.6 Additive A 40.0 — — Additive B — 40.0 36.0 Adjuvant A 9.0 9.0 9.0 Water 20.4 20.4 24.4 .sup.1)Dynamic viscosity 3243 1289 726 (apparent) [mPas]
Visual inspection of the compositions showed that compositions E1 and E2 had formed clear solutions, whereas composition EC had formed a heterogenous an insoluble gel.

EXAMPLE-7

[0443] Four compositions F1 and F2 as well as comparative composition FC1, were prepared with the ingredients as listed in Table F. To prepare oil dispersions, ingredients except for the Adjuvant B were mixed and the composition was grinded with Maxine A to a mean particle size of 2 μm, upon which Adjuvant B was added and the compositions were mixed until homogenous.

TABLE-US-00006 TABLE F Ingredients of compositions C1 ,F1, F2, in [wt %]. Ingredient FC1 F1 F2 Pesticide B 10.0 10.0 10.0 Additive A 60.0 — — Additive D — 60.0 — Additive B — — 60.0 Adjuvant B 1.0 1.0 1.0 Propylene — — — glycol Dipropylene 29.0 29.0 29.0 glycol .sup.1)Dynamic .sup.2) 480 512 viscosity (apparent) [mPas] .sup.1)The viscosities were measured according to CIPAC MT 192 by using a rotational viscometer, The given values are the apparent viscosity which were determined at shear sate of 100 s -1 at 20° C.. .sup.2): the mixture was in homogenous and therefore the viscosity could not be measured accurately.
Visual inspection of the compositions showed that compositions F1, F2, F3 and F4 had formed free flowing white oil dispersions, whereas FC1 and FC2 had formed inhomogeneous gel like mixtures that could not be milled.

EXAMPLE-8

[0444] Three compositions G1 to G3 as well as comparative composition GC1, GC2 and GC3 were prepared with the ingredients as listed in Table F. To prepare oil dispersions, ingredients except for the Adjuvant C were mixed and the composition was grinded with Maxine A to a mean particle size of 2 μm, upon which Adjuvant C was added and the compositions were mixed until homogenous.

TABLE-US-00007 TABLE G Ingredients of compositions GC1, GC2, GC3, G1, G2, and G3 [wt %]. Ingredient GC1 GC2 GC3 G1 G2 G3 Pesticide A 33.0 33.0 33.0 33.0 33.0 33.0 Additive A 40.0 40.0 40.0 — — — Additive C — — — 40.0 40.0 — Additive B — — — — — 40.0 Adjuvant C 0.5 0.5 0.5 0.5 0.5 0.5 Propylene glycol 26.5 4.0 — 26.5 4.0 — Propyleneglycol- — 22.5 26.5 — 22.5 26.5 monomethylether .sup.1)Dynamic vis- .sup.2) .sup.2) .sup.2) 1802 907 Not cosity (apparent) measured [mPas] .sup.1)The viscosities were measured according to CIPAC MT 192 by using a rotational viscometer. The given values are the apparent viscosity which were determined at shear sate of 100 s−1 at 20° C. .sup.2)the mixture was in homogenous and therefore the viscosity could not be measured accurately.
Visual inspection of the compositions showed that compositions G1, G2, and G3 had formed free flowing white oil dispersions, whereas GC1 and GC2 had formed inhomogeneous gel like mixtures that could not be milled.

EXAMPLE-9

[0445] Four compositions H1 to H4 as well as comparative composition HC1, HC2 and HC3 were prepared with the ingredients as listed in Table H. To prepare oil dispersions, ingredients except for the Adjuvant B were mixed and the composition was grinded with Maxine A to a mean particle size of 2 μm, upon which Adjuvant B was added and the compositions were mixed until homogenous.

TABLE-US-00008 TABLE H Ingredients of compositions HC1, HC2, HC3, H1, H2, H3 and H4 [wt %]. Ingredient HC1 HC2 HC3 H1 H2 H3 H4 H5 Pesticide C 10.0 10.0 10.0 10.0 10.0 10.0 10.0 10.0 Additive A 66.7 60.4 62.6 — — — — — Additive B — — — 66.7 60.4 — — — Additive C — — — — — 62.6 60.4 — Additive D — — — — — — — 60.4 Adjuvant B 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 Propylene — — 26.4 — — 26.4 — — glycol Dipropylene 22.3 28.6 — 22.3 28.6 — 28.6 28.6 glycol .sup.1)Dynamic vis- .sup.2) .sup.2) .sup.2) 602 540 403 465 518 cosity (apparent) [mPas] .sup.1)The viscosities were measured according to CIPAC MT 192 by using a rotational viscometer. The given values are the apparent viscosity which were determined at shear sate of 100 s−1 at 20° C. .sup.2)the mixture was in homogenous and therefore the viscosity could not be measured accurately.
Visual inspection of the compositions showed that compositions H1, H2, H3 and H4 had formed free flowing white oil dispersions, whereas HC1, HC2 and HC3 had formed inhomogeneous gel like mixtures that could not be milled.

EXAMPLE-10

[0446] Two compositions K1 and K2 were prepared by mixing Pesticide A, water, ethanol, Adjuvant A and Additive B in the concentrations as provided in Table K.

TABLE-US-00009 TABLE K Ingredients of compositions K1 and K2 [wt %]. Ingredient K1 K2 Pesticide A 29.6 24.56 Additive B 34.1 30.25 Ethanol 4.5 — Propyleneglycol — 5.7 monomethyl ether Adjuvant A 10.6 13.10 Water 21.2 26.39 Dynamic viscosity n.m. n.m. (apparent) [mPas] n.m = not measured
Visual inspection of the compositions showed that compositions K1 and K2 had formed clear solutions

EXAMPLE-11

[0447] Two compositions L1 and L2 were prepared by mixing the ingredients as provided in the concentrations as provided in Table K.

TABLE-US-00010 TABLE L Ingredients of compositions L1 and L2 [wt %]. Ingredient L1 L2 Pesticide A 13.5 16.5 Additive A 58.91 — Additive D — 57.9 Propylene glycol — 3.21 Ethanol — 5.5 Propyleneglycol 10.0 — monomethyl ether Antifoam 0.1 0.09 Water to 100 to 100
The compositions L1 and L2 were cooled to 0° C. Composition L1 froze, whereas composition L2 remained liquid at 0° C.
The compositions L1 and L2 were cooled to −30° C., whereupon both compositions froze. After thawing at room temperature, composition L2 was still homogeneous whereas composition L1 showed phase separation.