HERBICIDAL MIXTURES COMPRISING L-GLUFOSINATE AND THEIR USE IN COTTON CULTURES

Abstract

The present invention relates to herbicidal mixtures and their methods and uses for controlling undesirable vegetation in conventional and tolerant, e.g. glufosinate-tolerant, cotton, wherein the herbicidal mixtures comprise L-glufosinate and and at least one herbicidal compound II selected from clethodim, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, halox-yfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, chlorimuron, chlorimuronethyl, thifensulfuron, thifensulfuron-methyl, trifloxysulfuron, tritosulfuron, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox ammonium, imazapic, imazapic ammonium, imazapyr, imazapyr isopropylammonium, imazaquin, imazethapyr, imazethapyr ammonium, pyrithiobac, pyrithiobac-sodium, amicarbazone, atrazine, prometryn, diuron, fluometuron, thiadiazuron, carfentrazone, carfentrazone-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluthiacet, fluthiacet-methyl, fomesafen, pyraflufen, pyraflufen-ethyl, oxyfluorfen, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, norflurazon, picolinafen, clomazone, topramezone, fenquinotrione, mesotrione, bicyclopyrone, isoxaflutole, tembotrione, tolpyralate, glyphosate, glyphosate dimethylammonium, glyphosate-isopropylammonium, glyphosate-potassium, glyphosatetrimesium (sulfosate), pendimethalin, trifluralin, acetochlor, alachlor, butachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, S-metolachlor, pyroxasulfone, 2,4-D and its salts and esters, dicamba and its salts and esters, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, quinclorac, quinclorac dimethylammonium, quinmerac, cinmethylin, endothal, cycloxydim, sethoxydim, diflufenzopyr, diflufenzopyr-sodium, bentazone and bentazone-sodium and other compounds.

Claims

1.-16. (canceled)

17. A method for controlling undesirable vegetation in cotton comprising applying to the undesirable vegetation or the locus thereof or applying to the soil or water a mixture comprising a) L-glufosinate and its salts, and b) a herbicidal compound II selected from the group consisting of clethodim, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, chlorimuron, chlorimuron-ethyl, thifensulfuron, thifensulfuron-methyl, trifloxysulfuron, tritosulfuron, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox ammonium, imazapic, imazapic ammonium, imazapyr, imazapyr isopropylammonium, imazaquin, imazethapyr, imazethapyr ammonium, pyrithiobac, pyrithiobac-sodium, amicarbazone, atrazine, prometryn, diuron, fluometuron, thiadiazuron, carfentrazone, carfentrazone-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluthiacet, fluthiacet-methyl, fomesafen, pyraflufen, pyraflufen-ethyl, oxyfluorfen, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, norflurazon, picolinafen, clomazone, topramezone, fenquinotrione, mesotrione, bicyclopyrone, isoxaflutole, tembotrione, tolpyralate, glyphosate, glyphosate dimethylammonium, glyphosate-isopropylammonium, glyphosate-potassium, glyphosate-trimesium (sulfosate), pendimethalin, trifluralin, acetochlor, alachlor, butachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, S-metolachlor, pyroxasulfone, 2,4-D and its salts and esters, dicamba and its salts and esters, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, quinclorac, quinclorac dimethylammonium, quinmerac, cinmethylin, endothal, cycloxydim, sethoxydim, diflufenzopyr, diflufenzopyr-sodium, bentazone and bentazone-sodium, II-83: ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate (CAS 353292-31-6, S-3100), II-84: 2-[2-chloro-5-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-4-fluorophenoxy]-2-methoxy-acetic acid methyl ester (CAS 1970221-16-9), II-85: 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-N-(methylsulfonyl)-acetamide (CAS 2158276-22-1), II-86: 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-acetic acid ethyl ester (CAS 2158274-56-5), II-87: 2-[2-[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-N-(methylsulfonyl)-acetamide (CAS 2158274-53-2), II-88: 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-acetic acid ethyl ester (CAS 2158274-50-9), II-89: ethyl 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro-phenoxy]-2-pyridyl]oxy]acetate, II-90: 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-acetic acid methyl ester (CAS 2158275-73-9), II-91: 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-acetic acid methyl ester (CAS 2158274-96-3) and II-92: methyl 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro-phenoxy]-2-pyridyl]oxy]acetate; wherein L-glufosinate comprises more than 70% by weight of the L-enantiomer.

18. The method of claim 17, wherein compound I in the herbicidal mixture is selected from the group consisting of L-glufosinate-ammonium, L-glufosinate-sodium as L-glufosinate salts, and L-glufosinate as free acid.

19. The method of claim 17, wherein compound I in the herbicidal mixture is L-glufosinate-ammonium.

20. The method of claim 16, wherein L-glufosinate in the herbicidal mixture comprises more than 80% by weight of the L-enantiomer.

21. The method of claim 16, wherein compound II is selected from the group consisting of clethodim, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, chlorimuron, chlorimuron-ethyl, thifensulfuron, thifensulfuron-methyl, trifloxysulfuron, imazethapyr, imazethapyr ammonium, pyrithiobac, pyrithiobac-sodium, amicarbazone, atrazine, prometryn, diuron, fluometuron, thiadiazuron, carfentrazone, carfentrazone-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluthiacet, fluthiacet-methyl, fomesafen, pyraflufen, pyraflufen-ethyl, oxyfluorfen, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, norflurazon, clomazone, topramezone, fenquinotrione, mesotrione, bicyclopyrone, i soxaflutole, tembotrione, tolpyralate, glyphosate, glyphosate-isopropylammonium, glyphosate-potassium, glyphosate-trimesium (sulfosate), pendimethalin, trifluralin, acetochlor, alachlor, butachlor, dimethenamid, dimethenamid-P, metolachlor, metolachlor-S, pyroxasulfone, 2,4-D and its salts and esters, dicamba and its salts and esters, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, endothal, cycloxydim, sethoxydim, diflufenzopyr, diflufenzopyr-sodium, bentazone, bentazone-sodium, compounds II-83, II-84, II-85, II-86, II-87, II-88, II-89, II-90, II-91 and II-92.

22. The method of claim 17, wherein compound II is selected from the group consisting of prometryn, diuron, fluometuron, thiadiazuron, carfentrazone, carfentrazone-ethyl, flumioxazin, fomesafen, pyraflufen, pyraflufen-ethyl, oxyfluorfen, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, topramezone, fenquinotrione, mesotrione, bicyclopyrone, isoxaflutole, tembotrione, tolpyralate, pendimethalin, trifluralin, acetochlor, dimethenamid, dimethenamid-P, metolachlor, S-metolachlor, 2,4-D and its salts and esters, dicamba and its salts and esters, compounds II-83, II-84, II-85, II-86, II-87, II-88, II-89, II-90, II-91 and II-92.

23. The method of claim 17, wherein compound II is selected from the group consisting of carfentrazone, carfentrazone-ethyl, pyraflufen, pyraflufen-ethyl, flumioxazin, fomesafen, oxyfluorfen, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, compounds II-83, II-84, II-85, II-86, II-87, II-88, II-89, II-90, II-91 and II-92.

24. The method of claim 17, wherein compound II is selected from the group consisting of 2,4-D and its salts and esters, dicamba and its salts and esters.

25. The method of claim 17, wherein compound II is selected from the group consisting of topramezone, fenquinotrione, mesotrione, bicyclopyrone, isoxaflutole, tembotrione and tolpyralate.

26. The method of claim 17, wherein the weight ratio of compound Ito compound II is from 1000:1 to 1:500.

27. A pesticidal mixture, wherein the compounds I and II are as defined in claim 17.

28. A pesticidal composition, comprising a liquid or solid carrier and the mixture of claim 27.

29. The method of claim 17, wherein the cotton is a glufosinate tolerant cotton, preferably a transgenic cotton plant.

30. The method of claim 17, wherein compounds I and II of the mixture are applied simultaneously, that is jointly or separately, or in succession.

31. The method of claim 17, wherein compound II is selected from the group consisting of clethodim, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, trifloxysulfuron, imazethapyr, imazethapyr ammonium, pyrithiobac, pyrithiobac-sodium, atrazine, prometryn, diuron, flumioxazin, fomesafen, oxyfluorfen, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, clomazone, topramezone, fenquinotrione, mesotrione, bicyclopyrone, isoxaflutole, tembotrione, tolpyralate, glyphosate, glyphosate dimethyl ammonium, glyphosate-i sopropylammonium, glyphosate-potassium, glyphosate-trimesium (sulfosate), pendimethalin, trifluralin, acetochlor, butachlor, dimethenamid, dimethenamid-P, metolachlor, S-metolachlor, pyroxasulfone, 2,4-D and its salts and esters, dicamba and its salts and esters, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, cycloxydim, sethoxydim, diflufenzopyr, diflufenzopyr-sodium, bentazone, bentazone-sodium, compounds II-83, II-84, II-85, II-86, II-87, II-88, II-89, II-90, II-91 and II-92.

32. The method of claim 17, wherein compound II is selected from the group consisting of prometryn, diuron, fluometuron, thiadiazuron, flumioxazin, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, topramezone, fenquinotrione, mesotrione, bicyclopyrone, isoxaflutole, tembotrione, tolpyralate, pendimethalin, dimethenamid, dimethenamid-P, 2,4-D and its salts and esters, dicamba and its salts and esters, compounds II-83, II-84, II-85, II-86, II-87, II-88, II-89, II-90, II-91 and II-92.

33. The method of claim 17, wherein compound II is selected from the group of flumioxazin, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, compounds II-83, II-84, II-85, II-86, II-87, II-88, II-89, II-90, II-91 and II-92.

34. The method of claim 17, wherein the weight ratio of compound Ito compound II is from 500:1 to 1:250.

35. The method of claim 16, wherein L-glufosinate in the herbicidal mixture comprises more than 90% by weight of the L-enantiomer.

36. The method of claim 16, wherein L-glufosinate in the herbicidal mixture comprises 95% by weight of the L-enantiomer.

Description

EXAMPLE 1

Post Emergence Treatment with the Mixture of L-Glufosinate with Diuron

[0363]

TABLE-US-00005 Herbicidal activity against Application rate in g ai/ha AVEFA L-Glufosinate Diuron Found Calculated 300 20 250 30 300 250 70 44 300 20 125 20 300 125 50 36

EXAMPLE 2

Post Emergence Treatment with the Mixture of L-Glufosinate with Fluometuron

[0364]

TABLE-US-00006 Herbicidal activity against Application rate in g ai/ha ABUTH L-Glufosinate Fluometuron Found Calculated 75 0 250 20 75 250 35 20 75 0 125 0 75 125 35 0

EXAMPLE 3

Post Emergence Treatment with the Mixture of L-Glufosinate with Thidiazuron

[0365]

TABLE-US-00007 Herbicidal activity against Application rate in g ai/ha SETVI L-Glufosinate Thidiazuron Found Calculated 150 70 50 0 150 50 80 70 75 0 50 0 75 50 10 0

EXAMPLE 4

Post Emergence Treatment with the Mixture of L-Glufosinate with Saflufenacil

[0366]

TABLE-US-00008 Herbicidal activity against Application rate in g ai/ha ECHCG L-Glufosinate Saflufenacil Found Calculated 400 65 0.5 0 400 0.5 97 65 200 0 0.5 0 200 0.5 35 0

EXAMPLE 5

[0367] Post emergence treatment with the ixture of L-glufosinate with Compound II-83 (ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate)

TABLE-US-00009 Herbicidal activity against Application rate in g ai/ha CYPIR L-Glufosinate Compound II-83 Found Calculated 200 0 0.25 0 200 0.25 35 0

EXAMPLE 6

Post Emergence Treatment with the Mixture of L-Glufosinate with Trifludimoxazin

[0368]

TABLE-US-00010 Herbicidal activity against Application rate in g ai/ha ECHCG L-Glufosinate Trifludimoxazin Found Calculated 400 65 0.25 10 400 0.25 75 69 200 0 0.25 10 200 0.25 33 10

EXAMPLE 7

Post Emergence Treatment with the Mixture of L-Glufosinate with Sulfentrazone

[0369]

TABLE-US-00011 Herbicidal activity against Application rate in g ai/ha ERICA L-Glufosinate Sulfentrazone Found Calculated 75 90 2.5 0 75 2.5 100 90 75 90 1.25 0 75 1.25 100 90

EXAMPLE 8

Post Emergence Treatment with the Mixture of L-Glufosinate with 2,4-D Dimethylammonium Salt

[0370]

TABLE-US-00012 Application rate in g ai/ha 2,4-D as dimethyl- Herbicidal activity against ammonium AVEFA SETVI L-Glufosinate salt Found Calculated Found Calculated 100 35 30 140 0 0 100 140 65 35 65 30 100 35 30 70 0 0 100 70 40 35 65 30

EXAMPLE 9

Post Emergence Treatment with the Mixture of L-Glufosinate with Dicamba Dimethylammonium Salt

[0371]

TABLE-US-00013 Application rate in g ai/ha Dicamba as dimethyl- Herbicidal activity against ammonium SETVI L-Glufosinate salt Found Calculated 100 30 140 30 100 140 80 51 100 30 70 0 100 70 65 30 100 30 35 0 100 35 60 30

EXAMPLE 10

Post Emergence Treatment with the Mixture of L-Glufosinate with Dimethenamid-P

[0372]

TABLE-US-00014 Herbicidal activity against Application rate in g ai/ha KCHSC L-Glufosinate Dimethenamid-P Found Calculated 200 90 1000 70 200 1000 100 97 200 90 500 0 200 500 100 90

EXAMPLE 11

Post Emergence Treatment with the Mixture of L-Glufosinate with S-Metolachlor

[0373]

TABLE-US-00015 Herbicidal activity against Application rate in g ai/ha CHEAL L-Glufosinate S-Metolachlor Found Calculated 100 0 1000 75 100 1000 85 75 100 0 500 20 100 500 85 20

EXAMPLE 12

Post Emergence Treatment with the Mixture of L-Glufosinate with Tembotrione

[0374]

TABLE-US-00016 Herbicidal activity against Application rate in g ai/ha ECHCG L-Glufosinate Tembotrione Found Calculated 200 0 0.5 0 200 0.5 50 0 100 0 0.5 0 100 0.5 40 0

EXAMPLE 13

Post Emergence Treatment with the Mixture of L-Glufosinate with Bicyclopyrone

[0375]

TABLE-US-00017 Herbicidal activity against Application rate in g ai/ha ECHCG L-Glufosinate Bicyclopyrone Found Calculated 200 0 2 0 200 2 60 0 100 0 2 0 100 2 55 0

EXAMPLE 14

Post Emergence Treatment with the Mixture of L-Glufosinate with Topramezone

[0376]

TABLE-US-00018 Herbicidal activity against Application rate in g ai/ha ECHCG L-Glufosinate Topramezone Found Calculated 200 0 1 0 200 1 90 0 100 0 1 0 100 1 35 0