Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and insecticides

• US 9,237,747 B2
• Filed: 03/11/2014
• Issued: 01/19/2016
• Est. Priority Date: 03/12/2013
• Status: Active Grant

• Current Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: Yerkes, Carla N., Mann, Richard K.
• Primary Examiner(s): Pryor, Alton
• Application Number:
  US14/205,052
• Publication Number:
  US 20140274698A1
• Time in Patent Office: 679 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: A01N 31/14 Ethers
• CPC Class Codes: A01N 43/22 rings with more than six members
• CPC Class Codes: A01N 43/30 with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 47/02 the carbon atom having no bond to a nitrogen atom
• CPC Class Codes: A01N 47/12 containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
• CPC Class Codes: A01N 47/22 O-Aryl or S-Aryl esters thereof
• CPC Class Codes: A01N 47/40 the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
• CPC Class Codes: A01N 51/00 Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
• CPC Class Codes: A01N 53/00 Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
• CPC Class Codes: A01N 57/12 containing acyclic or cycloaliphatic radicals
• CPC Class Codes: A01N 57/14 containing aromatic radicals
• CPC Class Codes: A01N 57/16 containing heterocyclic radicals
• CPC Class Codes: A01N 57/28 containing acyclic or cycloaliphatic radicals

Abstract

Provided herein are synergistic herbicidal compositions containing (a) a compound of formula (I):

or an agriculturally acceptable salt or ester thereof and (b) insecticides, including but not limited to, acephate, carbaryl, carbofuran, cartap, chlorpyrifos, cypermethrin, dimethoate, dinotefuran, etofenprox, fenitrothion, fipronil, imidacloprid, lambda-cyhalothrin, malathion, methamidophos, piperonyl butoxide, pymetrozine, spinetoram, spinosad, sulfoxaflor and triazophos. The compositions and methods provided herein control undesirable vegetation, e.g., in direct-seeded, water-seeded and transplanted rice, cereals, wheat, barley, oats, rye, sorghum, corn/maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands, rangelands, fallowland, turf, tree and vine orchards, plantation crops, vegetables, industrial vegetation management (IVM) and rights-of-way (ROW).

Claims

1. A herbicidal composition comprising a synergistically herbicidally effective amount of (a) a compound of the formula (I)

2. The composition of claim 1, wherein (a) is a C_1-4 alkyl or benzyl ester of compound (I).

3. The composition of claim 2, wherein (a) is a C_1-4 alkyl ester of compound (I).

4. The composition of claim 2, wherein (a) is a benzyl ester of compound (I).

5. The composition of claim 1, wherein (a) is the compound of formula (I), which is the carboxylic acid.

6. The composition of claim 1, further comprising a herbicide safener.

7. The composition of claim 1, wherein;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to acephate is from about 1;

1000 to about 6;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to carbaryl is from about 1;

500 to about 150;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to carbofuran is from about 1;

1500 to about 30;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to cartap is from about 1;

500 to about 1;

1.5;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to chlorpyrifos is from about 1;

500 to about 15;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to cypermethrin is from about 1;

250 to about 150;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to dimethoate is from about 1;

500 to about 30;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to dinotefuran is from about 1;

500 to about 30;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to etofenprox is from about 1;

500 to about 30;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to fenitrothion is from about 1;

500 to about 30;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to fipronil is from about 1;

500 to about 300;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to imidacloprid is from about 1;

500 to about 60;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to lambda-cyhalothrin is from about 1;

500 to about 60;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to malathion is from about 1;

500 to about 150;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to methamidophos is from about 1;

1000 to about 30;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to piperonyl butoxide is from about 1;

1500 to about 150;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to spinetoram is from about 1;

500 to about 150;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to spinosad is from about 1;

500 to about 150;

1;

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to sulfoxaflor is from about 1;

500 to about 150;

1;

or

the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to triazophos is from about 1;

500 to about 30;

1.

8. The composition of claim 1, further comprising an agriculturally acceptable adjuvant or carrier.

9. The composition of claim 1, wherein the insecticide includes cartap and the cartap is cartap hydrochloride.

10. A method of controlling undesirable vegetation which comprises contacting the vegetation or the area adjacent to the vegetation with or applying to the soil or water to prevent the emergence or growth of the vegetation a synergistically herbicidally effective amount of (a) a compound of the formula (I)

11. The method of claim 10, wherein the undesirable vegetation is controlled in direct-seeded, water-seeded and transplanted rice, cereals, wheat, barley, oats, rye, sorghum, corn/maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands, rangelands, fallowland, turf, tree and vine orchards, plantation crops, vegetables, industrial vegetation management (IVM) and rights-of-way (ROW).

12. The method of claim 10, wherein the undesirable vegetation is immature.

13. The method of claim 10, wherein the (a) and (b) are applied to water.

14. The method of claim 13, wherein the water is part of a flooded rice paddy.

15. The method of claim 10, wherein the (a) and (b) are applied pre-emergently to the weed or crop.

16. The method of claim 10, wherein the (a) and (b) are applied post-emergently to the weed or crop.

17. The method of claim 10, wherein the undesirable vegetation is controlled in glyphosate-, 5-enolpyruvylshikimate-3-phosphate (EPSP) synthase inhibitor-, glufosinate-, glutamine synthetase inhibitor-, dicamba-, phenoxy auxin-, pyridyloxy auxin-, synthetic auxin-, auxin transport inhibitor-, aryloxyphenoxypropionate-, cyclohexanedione-, phenylpyrazoline-, acetyl CoA carboxylase (ACCase) inhibitor-, imidazolinone-, sulfonylurea-, pyrimidinylthiobenzoate-, triazolopyrimidine-, sulfonylaminocarbonyltriazolinone-, acetolactate synthase (ALS) or acetohydroxy acid synthase (AHAS) inhibitor-, 4-hydroxyphenyl-pyruvate dioxygenase (HPPD) inhibitor-, phytoene desaturase inhibitor-, carotenoid biosynthesis inhibitor-, protoporphyrinogen oxidase (PPO) inhibitor-, cellulose biosynthesis inhibitor-, mitosis inhibitor-, microtubule inhibitor-, very long chain fatty acid inhibitor-, fatty acid and lipid biosynthesis inhibitor-, photosystem I inhibitor-, photosystem II inhibitor-, triazine-, or bromoxynil-tolerant crops.

18. The method of claim 17, wherein the tolerant crop possesses multiple or stacked traits conferring tolerance to multiple herbicides or multiple modes of action.

19. The method of claim 10, wherein the undesirable vegetation comprises a herbicide resistant or tolerant weed.

20. The method of claim 19, wherein the resistant or tolerant weed is a biotype with resistance or tolerance to multiple herbicides, or multiple herbicide modes-of-action or via multiple resistance mechanisms.

21. The method of claim 20, wherein the resistant or tolerant weed is a biotype resistant or tolerant to acetolactate synthase (ALS) or acetohydroxy acid synthase (AHAS) inhibitors, photosystem II inhibitors, acetyl CoA carboxylase (ACCase) inhibitors, synthetic auxins, auxin transport inhibitors, photosystem I inhibitors, 5-enolpyruvylshikimate-3-phosphate (EPSP) synthase inhibitors, microtubule assembly inhibitors, fatty acid and lipid synthesis inhibitors, protoporphyrinogen oxidase (PPO) inhibitors, carotenoid biosynthesis inhibitors, very long chain fatty acid (VLCF A) inhibitors, phytoene desaturase (PDS) inhibitors, glutamine synthetase inhibitors, 4-hydroxyphenyl-pyruvate-dioxygenase (HPPD) inhibitors, mitosis inhibitors, cellulose biosynthesis inhibitors, herbicides with multiple modes-of-action, quinclorac, arylaminopropionic acids, difenzoquat, endothall, or organoarsenicals.