Herbicidal Compositions Comprising Glyphosate

Abstract

The present invention relates to a method for post-emergent weed control, which comprises applying an effective amount of a composition comprising herbicide A (component A), glyphosate (component B) and optionally herbicide C (component C) to emerged weeds, or an area, where weeds are growing.

Claims

1. A method for post-emergent weed control, comprising applying an effective amount of a composition comprising A) herbicide A-1: ethyl 2-[2-[[3-chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]-2-pyridyl]oxy]phenoxy]acetate; and B) glyphosate or an agriculturally acceptable salt thereof, to an area where weeds are growing, wherein the weight ratio of herbicide A to glyphosate is in the range of from 1:16 to 1:68.

2. (canceled)

3. The method of claim 1, wherein the composition further comprises at least one herbicide C selected from the group consisting of (i) saflufenacil or an agriculturally acceptable thereof and (ii) trifludimoxazin, wherein the weight ratio of herbicide A to herbicide C is in the range of from 2:1 to 1:2.

4. (canceled)

5. The method of claim 3, wherein the herbicide A, glyphosate, and herbicide C are applied jointly.

6. The method of claim 3, wherein herbicide A, glyphosate, and herbicide C are applied to weeds that are resistant to PPOis and/or glyphosate.

7. The method of claim 3, wherein the weeds to be controlled are monocotyledonous weeds and volunteer crop plants.

8. The method according to claim 7, wherein the weeds are selected from the families of Commelinaceae, Cyperaceae and Poaceae.

9. The method of claim 3, wherein herbicide A, glyphosate, and herbicide C are applied when the weed is between 2 and 60 cm tall.

10. The method of claim 3, wherein herbicide A, glyphosate, and herbicide C are applied prior to seeding (planting) or after seeding (planting) but before the emergence of the crop plants.

11. The method of claim 3, wherein herbicide A, glyphosate, and herbicide C are applied to crop plants that have been rendered tolerant to PPO-inhibiting herbicides and glyphosate.

12. The of claim 10, wherein the crop plants are selected from Glycine max, Zea mays, Gossypium hirsutum, Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium, Oryza sativa, Oryza glaberrima, Brassica napus, Citrus limon, Citrus sinensis, Elaeis guineensis, Lens culinaris, Pisum sativum and Phaseolus vulgaris.

13. A composition comprising A) herbicide A-1: ethyl 2-[2-[[3-chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]-2-pyridyl]oxy]phenoxy]acetate; and B) glyphosate or an agriculturally acceptable salt thereof; wherein the weight ratio of herbicide A to glyphosate is in the range of from 1:16 to 1:68.

14. A composition comprising A) herbicide A-1: ethyl 2-[2-[[3-chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]-2-pyridyl]oxy]phenoxy]acetate; B) glyphosate including its agriculturally acceptable salts; and C) at least one herbicide C selected from the group consisting of (i) saflufenacil or an agriculturally acceptable salt thereof and (ii) trifludimoxazin; wherein the weight ratio of herbicide A to glyphosate is in the range of from 1:16 to 1:68; and wherein the weight ratio of herbicide A to herbicide C is in the range of from 1:2 to 2:1.

15. The method of claim 1, wherein the herbicide A and glyphosate are applied jointly.

16. The method of claim 1 wherein herbicide A and glyphosate are applied to weeds that are resistant to PPOis and/or glyphosate.

17. The method of claim 1, wherein the weeds to be controlled are monocotyledonous weeds and volunteer crop plants.

18. The method according to claim 17, wherein the weeds are selected from the families of Commelinaceae, Cyperaceae and Poaceae.

19. The method of claim 1, wherein herbicide A and glyphosate are applied when the weed is between 2 and 60 cm tall.

20. The method of claim 1, wherein herbicide A and glyphosate are applied prior to seeding (planting) or after seeding (planting) but before the emergence of the crop plants.

21. The method of claim 1, wherein herbicide A and glyphosate are applied to crop plants that-have been rendered tolerant to PPO-inhibiting herbicides and glyphosate.

22. The method of claim 20, wherein the crop plants are selected from Glycine max, Zea mays, Gossypium hirsutum, Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium, Oryza sativa, Oryza glaberrima, Brassica napus, Citrus limon, Citrus sinensis, Elaeis guineensis, Lens culinaris, Pisum sativum and Phaseolus vulgaris.

Description

EXAMPLES

[0524] In the examples below, using the method of S. R. Colby (1967) Calculating synergistic and antagonistic responses of herbicide combinations, Weeds 15, p. 22ff., the value E, which is expected if the activity of the individual active compounds is only additive, was calculated:

[00001]$E=X+Y-\left(X.Math.Y/100\right)$ [0525] where [0526] X=percent activity using active herbicide A at an application rate a; [0527] Y=percent activity using active glyphosate at an application rate b; [0528] E=expected activity (in %) by A+B at application rates a+b.

[0529] For 3- and 4-component mixtures (examples 3-5) the synergistic response was calculated as described in: Ferry, Nancy; Stanley, Bruce H.; and Armel, Gregory (2005). DESIGN AND ANALYSIS OF BIOLOGICAL ASSAYS OF MIXTURES, Conference on Applied Statistics in Agriculture. https://doi.org/10.4148/2475-7772.1133. According to this publication, the Colby calculation can be generalized to a third mixing partner, Z, employing the following formula:

[00002]$E=X+Y+Z-\left(X.Math.Y+X.Math.Z+Y.Math.Z\right)/100+\left(X.Math.Y.Math.Z\right)/10000.$

[0530] If the value found experimentally is higher than the value E calculated according to Colby, a synergistic effect is present.

[0531] The following herbicides have been tested:

TABLE-US-00008 herbicide # in examples below herbicide A-1 A-1 glyphosate potassium B-6 saflufenacil C-1 trifludimoxazin C-4

[0532] The plants used in the experiments were of the following species:

TABLE-US-00009 EPPO code Scientific name AMAPA Amaranthus palmeri AMARE Amaranthus retroflexus BRADC Brachiaria decumbens COMBE Commelina benghalensis DIGIN = TRCIN Digitaria insularis DIGSA Digitaria sanguinalis ECHCG Echinocloa crus-galli ELEIN Eleusine indica GLXMA Glycine max (soybean) HORVW Hordeum vulgare (barley) IPOTR Ipomoea triloba PANMA Panicum maximum SPCHI Spermacoce hispida ZEAMX Zea mays (maize)

[0533] The results of these tests are given below in the examples and demonstrate the synergistic effect of the composition comprising herbicide A, glyphosate and optionally herbicide C, when applied post-emergent to weeds.

[0534] In this context, a.i. means active ingredient, based on 100% active substance, in case of salts it corresponds to the acid equivalent.

Example APost-Emergence Application in Field Trials

[0535] On field test sites, natural weed infestation or seeded weeds were treated post-emergence of the weeds.

[0536] In the field trials, the weedy plants were treated as indicated below.

[0537] Herbicide A-1 (342 g/I), glyphosate (480 g/I or 575 g/l) and optional herbicide C were, together with addition of 0.5% v/v MSO (methylated seed oil) as adjuvant (unless indicated otherwise), formulated in water as distribution medium as indicated and sprayed with commercial flat fan nozzles.

[0538] In the following experiments, the herbicidal activity for the individual herbicidal compositions (solo and mixture applications) was assessed at the indicated days after treatment (DAT). The assessments for the damage on undesired weeds caused by the composition was carried out using a scale from 0 to 100%, compared to the untreated control plants. Here, 0 means no damage and 100 means complete destruction of the plants.

Example 1

Post-Emergence Application of Herbicide A-1 (A-1) and Glyphosate Potassium (B-6) in Field Trials

TABLE-US-00010 TABLE 1.1 Evaluation 7 DAT; water volume 200 l/ha expected height g ai/ha total % herbicidal activity activity weed [cm] A-1 B-6 A-1 B-6 A-1 + B-6 (Colby) DIGIN 20-30 50 1080 58 2 73 59

TABLE-US-00011 TABLE 1.2 Evaluation 20 DAT; water volume 200 l/ha expected growth height g ai/ha total % Herbicidal activity activity weed stage [cm] A-1 B-6 A-1 B-6 A-1 + B-6 (Colby) ELEIN 23-25 3-5 25 1080 82 68 98 94

TABLE-US-00012 TABLE 1.3 Evaluation 21 DAT; water volume 200 l/ha expected g ai/ha total % herbicidal activity activity weed A-1 B-6 A-1 B-6 A-1 + B-6 (Colby) COMBE 25 1080 60 30 90 72 COMBE 50 1080 82 30 97 87 IPOTR 25 1080 82 30 93 88 IPOTR 50 1080 88 30 98 92

TABLE-US-00013 TABLE 1.4 Evaluation 21 DAT; water volume 100 l/ha expected g ai/ha total % herbicidal activity activity weed A-1 B-6 A-1 B-6 A-1 +B-6 (Colby) BRADC 50 1080 71 75 95 93 PANMA 25 1080 73 75 97 93

TABLE-US-00014 TABLE 1.5 Evaluation 21 DAT; water volume 100 l/ha expected height g ai/ha total % herbicidal activity activity weed [cm] A-1 B-6 A-1 B-6 A-1 + B-6 (Colby) SPCHI 25 25 1080 30 20 60 44

TABLE-US-00015 TABLE 1.6 Evaluation 21 DAT; water volume 140 l/ha; applied with 1% v/v MSO + 2.5% v/v AMS (ammonium sulfate) expected height g ai/ha total % herbicidal activity activity weed [cm] A-1 B-6 A-1 B-6 A-1 + B-6 (Colby) AMAPA* 5-23 50 840 74 10 79 76 *Glyphosate (EPSPS) resistant AMAPA

TABLE-US-00016 TABLE 1.7 Evaluation 23 DAT; water volume 140 l/ha; applied with 1% v/v MSO + 2.5% v/v AMS expected growth height g ai/ha total % Herbicidal activity activity weed stage [cm] A-1 B-6 A-1 B-6 A-1 + B-6 (Colby) AMARE 19 10-20 50 840 73 50 92 87 AMATU 19 10-20 50 840 73 50 92 87

[0539] The results of the field trials as shown in example 1 (tables 1.1 to 1.7) demonstrate that the application of a composition comprising herbicide A and glyphosate-potassium, when applied post-emergent, leads to a better herbicidal activity against (emerged) weeds, than would have been expected based on the herbicidal activity observed for the individual compounds.

Example 2

Post-Emergence Application of Herbicide A-1 (A-1) and Glyphosate Potassium (B-6) in Field Trials for the Control Glyphosate-Tolerant Volunteer Crops

TABLE-US-00017 TABLE 2.1 Evaluation 21 DAT; water volume 200 l/ha % Herbicidal activity expected growth g ai/ha total A-1 + activity weed stage A-1 B-6 A-1 B-6 B-6 (Colby) GLXMA* 18 25 1080 93 0 96 93 ZEAMX** 18 25 1080 53 0 85 53 *glyphosate-tolerant volunteer soybean: M 6210 IPRO **glyphosate-tolerant volunteer corn: RB 9006 PRO 2

[0540] The results of the field trials as shown in example 2 (table 2.1) demonstrate that the application of a composition comprising herbicide A and glyphosate-potassium, when applied post-emergent, leads to a better herbicidal activity against volunteer crops, than would have been expected based on the herbicidal activity observed for the individual compounds.

Example 3

Post-Emergence Application of Herbicide A-1 (A-1), Glyphosate-Potassium (B-6) and Saflufenacil (C-1) in Field Trials

TABLE-US-00018 TABLE 3.1 Evaluation 7 DAT; water volume 200 l/ha; applied with 0.25% v/v MSO % Herbicidal activity expected growth height g ai/ha total A-1 + activity weed stage [cm] A-1 B-6 C-1 A-1 B-6 C-1 B-6 + C-1 (Colby) ECHCG 23-30 15-20 12.5 840 12.5 30 70 20 90 83

TABLE-US-00019 TABLE 3.2 Evaluation 28 DAT; water volume 200 l/ha; applied with 0.25% v/v MSO % Herbicidal activity expected growth height g ai/ha total A-1 + activity weed stage [cm] A-1 B-6 C-1 A-1 B-6 C-1 B-6 + C-1 (Colby) ECHCG 23-30 15-20 12.5 840 12.5 20 94 20 98 96

[0541] The results of the field trials as shown in example 3 (tables 3.1 and 3.2) demonstrate that the application of a composition comprising herbicide A, glyphosate-potassium and saflufenacil, when applied post-emergent, leads to a better herbicidal activity against (emerged) weeds, than would have been expected based on the herbicidal activity observed for the individual compounds.

Example 4

Post-Emergence Application of Herbicide A-1 (A-1), Glyphosate-Potassium (B-6) and Trifludimoxazin (C-4) in Field Trials

TABLE-US-00020 TABLE 4.1 Evaluation 7 DAT; water volume 200 l/ha; applied with 0.25% v/v MSO % Herbicidal activity expected growth height g ai/ha total A-1 + activity weed stage [cm] A-1 B-6 C-4 A-1 B-6 C-4 B-6 + C-4 (Colby) ECHCG 23-30 15-20 12.5 840 12.5 30 70 20 90 83

[0542] The results of the field trials as shown in example 4 (table 4.1) demonstrate that the application of a composition comprising herbicide A, glyphosate-potassium and trifludimoxazin, when applied post-emergent, leads to a better herbicidal activity against (emerged) weeds, than would have been expected based on the herbicidal activity observed for the individual compounds.

Example 5

Post-Emergence Application of Herbicide A-1 (A-1), Glyphosate-Potassium (B-6), Saflufenacil (C-1) and Trifludimoxazin (C-4) in Field Trials

TABLE-US-00021 TABLE 5.1 Evaluation 7 DAT; water volume 200 l/ha; applied with 0.25% v/v MSO g ai/ha total % Herbicidal activity expected growth height A-1 + A-1 + A-1 + B-6 + activity weed stage [cm] C-1 B-6 C-4 C-1 B-6 C-4 C-1 + C-4 (Colby) ECHCG 23-30 15-20 12.5 + 840 12.5 60 70 20 90 87 12.5

TABLE-US-00022 TABLE 5.2 Evaluation 7 DAT; water volume 200 l/ha; applied with 0.25% v/v MSO g ai/ha total % Herbicidal activity expected growth height A-1 + A-1 + A-1 + B-6 + activity weed stage [cm] C-4 B-6 C-1 C-4 B-6 C-1 C-1 + C-4 (Colby) HORVW* 23-29 20-25 12.5 + 840 12.5 70 80 0 97 94 12.5 ECHCG 23-30 15-20 12.5 + 840 12.5 60 70 20 90 87 12.5 *volunteer crop

TABLE-US-00023 TABLE 5.3 Evaluation 7 DAT; water volume 200 l/ha; applied with 0.25% v/v MSO g ai/ha total % Herbicidal activity expected growth height A-1 + B-6 + A-1 + B-6 + A-1 + B-6 + activity weed stage [cm] C-4 C-1 C-4 C-1 C-1 +C-4 (Colby) DIGSA 22 10-15 12.5 + 840 + 75 90 99 97.5 12.5 12.5

TABLE-US-00024 TABLE 5.4 Evaluation 42 DAT; water volume 200 l/ha; applied with 0.25% v/v MSO g ai/ha total % Herbicidal activity expected growth height A-1 + A-1 + A-1 + B-6 + activity weed stage [cm] B-6 C-1 C-4 B-6 C-1 C-4 C-1 + C-4 (Colby) AMARE 32 12 12.5 + 12.5 12.5 80 55 45 95 90 840

[0543] The results of the field trials as shown in example 5 (tables 5.1 to 5.4) demonstrate that the application of a composition comprising herbicide A, glyphosate-potassium, saflufenacil and trifludimoxazin, when applied post-emergent, leads to a better herbicidal activity against (emerged) weeds resp. volunteer crops, than would have been expected based on the herbicidal activity observed for the individual compounds or two component compositions.