Encapsulation of herbicides to reduce crop injury

Patent metadata

Field	Value
Publication number	US-10813352-B2
Application number	US-201815860733-A
Country	US
Kind code	B2
Filing date	Jan 3, 2018
Priority date	Feb 13, 2009
Publication date	Oct 27, 2020
Grant date	Oct 27, 2020

Abstract

Methods of reducing injury to crop foliage and achieving weed control using encapsulated acetamide herbicides are described. Herbicidal microcapsules comprising herbicide core material and a shell wall encapsulating the core material are also described. The microcapsules provide reduced crop injury through controlled herbicide release.

First claim

What is claimed is:

1. An herbicidal composition comprising:
microcapsules dispersed in an aqueous liquid, the microcapsules comprising a shell wall comprising a polyurea and containing a water-immiscible core material comprising an acetamide herbicide, wherein
the shell wall is formed in a polymerization medium by a polymerization reaction between a polyisocyanate component comprising a polyisocyanate or mixture of polyisocyanates and a polyamine component comprising a polyamine or mixture of polyamines to form the polyurea,
the ratio of amine molar equivalents contained in the polyamine component to isocyanate molar equivalents contained in the polyisocyanate component is from about 1.15:1 to about 1.4:1, and
the microcapsules have a mean particle size range from about 7 μm to about 15 μm; and

an emulsifying agent.

2. The herbicidal composition of claim 1 , wherein the emulsifying agent is selected from the group consisting of maleic acid-olefin copolymers, gelatin, casein, polyvinyl alcohol, alkylated polyvinyl pyrrolidone polymers, maleic anhydride-methyl vinyl ether copolymers, styrene-maleic anhydride copolymers, maleic acid-butadiene and diisobutylene copolymers, sodium and calcium lignosulfonates, naphthalene formaldehyde condensate sulfonates, modified starches, and modified cellulosics.

3. The herbicidal composition of claim 1 , wherein the emulsifying agent comprises a maleic acid-olefin copolymer.

4. The herbicidal composition of claim 1 , wherein the emulsifying agent comprises a naphthalene formaldehyde condensate sulfonate.

5. The herbicidal composition of claim 1 , further comprising a pH buffer.

6. The herbicidal composition of claim 1 , further comprising a co-herbicide.

7. The herbicidal composition of claim 5 , wherein the pH buffer comprises citric acid monohydrate.

8. The herbicidal composition of claim 5 , wherein the pH buffer comprises disodium phosphate.

9. The herbicidal composition of claim 5 , wherein the pH buffer is present in an amount sufficient to maintain the pH in a range which is safe for skin contact.

10. The herbicidal composition of claim 1 , wherein the polyamine component is selected from the group consisting of substituted or unsubstituted polyethyleneamine, polypropyleneamine, diethylenetriamine and triethylenetetramine; cycloaliphatic amines; arylalkyl amines; and combinations thereof.

11. The herbicidal composition of claim 1 , wherein the polyamine component comprises a cycloaliphatic amine selected from the group consisting of 4,4′-diaminodicyclohexyl methane, 1,4-cyclohexanebis(methylamine), 5-amino-1,3,3-trimethylcyclohexanemethylamine, and combinations thereof.

12. The herbicidal composition of claim 1 , wherein the polyamine component comprises triethylenetetramine.

13. The herbicidal composition of claim 1 , further comprising a thickener.

14. The herbicidal composition of claim 13 , wherein the thickener is selected from the group consisting of guar- or xanthan-based gums, cellulose ethers, modified cellulosics and polymers, and microcrystalline cellulose anti-packing agents.

15. The herbicidal composition of claim 13 , wherein the thickener comprises xanthan gum.

16. The herbicidal composition of claim 1 , further comprising one or more of a biocide, preservative, antifreeze agent, antifoam agent, drift control agent, diluent, buffer, and/or anti-packing agent.

17. The herbicidal composition of claim 1 , further comprising an antifreeze agent comprising glycerol.

18. The herbicidal composition of claim 1 , wherein the core material further comprises a diluent comprising a paraffinic hydrocarbon.

19. The herbicidal composition of claim 1 , further comprising urea.

20. The herbicidal composition of claim 1 , wherein the ratio of amine molar equivalents contained in the polyamine component to isocyanate molar equivalents contained in the polyisocyanate component is from about 1.15:1 to about 1.3:1.

21. The herbicidal composition of claim 1 wherein the acetamide herbicide is selected from the group consisting of acetochlor, alachlor, butachlor, butenachlor, delachlor, diethatyl, dimethachlor, dimethenamid, dimethenamid-P, mefenacet, metazochlor, metolachlor, S-metolachlor, napropamide, pretilachlor, pronamide, propachlor, propisochlor, prynachlor, terbuchlor, thenylchlor and xylachlor, salts and esters thereof, and mixtures thereof.

22. The herbicidal composition of claim 1 wherein the acetamide herbicide is selected from the group consisting of acetochlor, alachlor, metolachlor, S-metolachlor, dimethenamid, dimethenamid-P, and butachlor.

23. The herbicidal composition of claim 1 wherein the acetamide herbicide comprises acetochlor.

24. The herbicidal composition of claim 6 , wherein the co-herbicide is selected from the group consisting of auxin herbicides, protoporphyrinogen oxidase inhibitors, carotenoid biosynthesis inhibitors, and photosystem II inhibitors.

25. The herbicidal composition of claim 6 , wherein the co-herbicide comprises an auxin herbicide selected from the group consisting of 2,4-D (2,4-dichlorophenoxyacetic acid), 2,4-DB (4-(2,4-dichlorophenoxy)butyric acid), dichloroprop, MCPA ((4-chloro-2-methylphenoxy)acetic acid), MCPB (4-(4-chloro-2-methylphenoxy)butanoic acid), aminopyralid, clopyralid, fluroxypyr, triclopyr, diclopyr, mecoprop, dicamba, picloram and quinclorac, salts and esters thereof, and combinations thereof.

26. The herbicidal composition of claim 6 , wherein the co-herbicide comprises a protoporphyrinogen oxidase inhibitor selected from the group consisting of acifluorfen, azafenidin, bifenox, butafenacil, carfentrazone-ethyl, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen, fluthiacet-methyl, fomesafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pyraflufen-ethyl and sulfentrazone, salts and esters thereof, and combinations thereof.

27. The herbicidal composition of claim 6 , wherein the co-herbicide comprises a carotenoid biosynthesis inhibitor selected from the group consisting of aclonifen, amitrole, beflubutamid, benzofenap, clomazone, diflufenican, fluridone, flurochloridone, flurtamone, isoxaflutole, mesotrione, norflurazon, picolinafen, pyrazolynate, pyrazoxyfen, sulcotrione and topramezone, salts and esters thereof, and combinations thereof.

28. The herbicidal composition of claim 6 , wherein the co-herbicide comprises a photosystem II inhibitor selected from the group consisting of ametryn, amicarbazone, atrazine, bentazon, bromacil, bromoxynil, chlorotoluron, cyanazine, desmedipham, desmetryn, dimefuron, diruon, fluometuron, hexazinone, ioxynil, isoproturon, linuron, metamitron, methibenzuron, metoxuron, metribuzin, monolinuron, phenmedipham, prometon, prometryn, propanil, pyrazon, pyridate, siduron, simazine, simetryn, tebuthiuron, terbacil, terbumeton, terbuthylazine and trietazine, salts and esters thereof, and combinations thereof.

Assignees

• Monsanto Technology Llc

Inventors

• Abraham William
• Becher David Z
• Bussler Brett H
• Herr Amanda C
• Prosch S Douglas

Classifications

• A01N37/26 Primary

  containing the group [IMAGE cpc-sch-A01N-0936.gif]; Thio analogues thereof · CPC title

• A01N2300/00

  Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48 · CPC title

• A01N25/28

  Microcapsules {or nanocapsules} · CPC title