Compositions and methods for improving the compatibility of water soluble herbicide salts

Patent metadata

Field	Value
Publication number	US-11744244-B2
Application number	US-201314014730-A
Country	US
Kind code	B2
Filing date	Aug 30, 2013
Priority date	Sep 4, 2012
Publication date	Sep 5, 2023
Grant date	Sep 5, 2023

Abstract

Methods and compositions for improving the compatibility of aqueous herbicide solutions containing at least one of a water soluble salt of an aryloxyalkanoic acid, a water soluble salt of a pyridyloxyalkanoic acid, and a water soluble salt of glyphosate, and optionally ≤16% of one or more fertilizers, such as ammonium sulfate, by adding certain polymeric crystallization inhibitors are provided.

First claim

What is claimed:

1. A method of improving the compatibility of an aqueous herbicide solution including: an aqueous solution comprising a) (2,4-dicholorophenoxy)acetic acid; b) one or more inorganic cations selected from the group consisting of Na + , K + , Ca 2+ , Mg 2+ , Fe 2+ , Fe 3+ , Mn 2+ , and Zn 2+ and/or one or more organo ammonium cations selected from the group consisting of monomethyl ammonium, isopropyl ammonium, butyl ammonium, dimethyl ammonium, diethyl ammonium, dimethylethyl ammonium, diethyethanol ammonium, triethanol ammonium, triisopropanol ammonium, tetramethyl ammonium, tetraethyl ammonium and N,N,N-trimethylethanol ammonium (choline), and cations made from dimethylaminopropylamine and diethylenetriamine, or mixtures thereof; c) less than 16% of ammonium sulfate; and b) glyphosate; comprising adding to the aqueous herbicide solution one or more polymeric crystallization inhibitors of structure I

wherein A is

wherein R 1 , R 2 , and R 3 are independently H, CH 3 , COOH, or CH 2 COOH, L is a linking group comprising —C(═O)—O—, —CH 2 —, —O—, —O—C(═O)—, or a direct bond, and R hy is hydrophobic and comprises a linear or branched alkyl, cycloalkyl, aryl, alkaryl or alkoxylated derivative thereof;
B is derived from polymerizing an ethylenically unsaturated carboxylic acid monomer and/or its salts; and
C is 0 mole % of the polymeric crystallization inhibitor,
wherein the (2,4-dicholorophenoxy)acetic acid is present in the aqueous solution at a concentration greater than 1% on an acid equivalent basis, and wherein the pH of the aqueous solution is about 6 or lower.

2. The method of claim 1 , wherein R hy is a linear aryl moiety.

3. The method of claim 1 , wherein R hy is naphthyl, ethoxylated naphthyl, phenyl, ethoxylated phenyl, benzyl, or ethoxylated benzyl.

4. The method of claim 1 , wherein the aqueous herbicide solution is a concentrate or a pre-mix concentrate.

5. The method of claim 1 , wherein the aqueous herbicide solution is a spray solution.

6. The method of claim 1 , wherein the polymeric crystallization inhibitor is a co-polymer containing polyacrylate groups, polymethacrylate groups or polymaleate groups, or mixtures thereof.

7. The method of claim 6 , wherein the co-polymer containing polyacrylate groups comprises hydrophobically modified groups derived from the polymerization of an acrylate monomer and a styrene or substituted styrene monomer.

8. The method of claim 1 , wherein the polymeric crystallization inhibitor is in the form of a salt.

9. The method of claim 8 , wherein the salt is an organic amine salt or an inorganic alkaline salt.

10. The method of claim 8 , wherein the salt contains an organo ammonium cation selected from monomethyl ammonium, isopropyl ammonium, butyl ammonium, dimethyl ammonium, diethyl ammonium, triethyl ammonium, monoethanol ammonium, diethanol ammonium, dimethylethyl ammonium, diethylethanol ammonium, triethanol ammonium, triisopropanol ammonium, tetramethyl ammonium, tetraethyl ammonium and N,N,N-trimethylethanol ammonium (choline), and cations made from dimethylaminopropylamine and diethylenetriamine, or mixtures thereof.

11. The method of claim 1 , wherein the polymeric crystallization inhibitor of structure I comprises 5 to 80 mole % of A and 0 mole % of C with the rest being B.

12. An aqueous herbicide solution of improved compatibility comprising: an aqueous solution comprising: a) (2,4-dicholorophenoxy)acetic acid; b) one or more inorganic cations selected from the group consisting of Na + , K + , Ca 2+ , Mg 2+ , Fe 2+ , Fe 3+ , Cu 2+ , Mn 2+ , and Zn 2+ and/or one or more organo ammonium cations selected from the group consisting of monomethyl ammonium, isopropyl ammonium, butyl ammonium, dimethyl ammonium, diethyl ammonium, dimethylethyl ammonium, diethyethanol ammonium, triethanol ammonium, triisopropanol ammonium, tetramethyl ammonium, tetraethyl ammonium and N,N,N-trimethylethanol ammonium (choline), and cations made from dimethylaminopropylamine and diethylenetriamine, or mixtures thereof; c) less than 16% ammonium sulfate; d) glyphosate; and f) one or more polymeric crystallization inhibitors of structure I

wherein A is

wherein R 1 , R 2 , and R 3 are independently H, CH 3 , COOH, or CH 2 COOH, L is a linking group comprising —C(═O)—O—, —CH 2 —, —O—, —O—C(═O)—, or a direct bond, and R hy is hydrophobic and comprises a linear or branched alkyl, cycloalkyl, aryl, alkaryl or alkoxylated derivative thereof;
B is derived from polymerizing an ethylenically unsaturated carboxylic acid monomer and/or its salts; and
C is 0 mole % of the polymeric crystallization inhibitor,
wherein the (2,4-dicholorophenoxy)acetic acid is present in the aqueous solution at a concentration greater than 1% on an acid equivalent basis, and wherein the pH of the aqueous solution is about 6 or lower.

13. The aqueous herbicide solution of claim 12 , wherein R hy is a linear aryl moiety.

14. The aqueous herbicide solution of claim 12 , wherein R hy is naphthyl, ethoxylated naphthyl, phenyl, ethoxylated phenyl, benzyl, or ethoxylated benzyl.

15. The aqueous herbicide solution of claim 12 , wherein the polymeric crystallization inhibitor is in the form of a salt.

16. The aqueous herbicide solution of claim 15 , wherein the salt of the crystallization inhibitor is an organic amine salt or an inorganic alkaline salt.

17. The aqueous herbicide solution of claim 15 , wherein the salt of the crystallization inhibitor contains an organo ammonium cation selected from monomethyl ammonium, isopropyl ammonium, butyl ammonium, dimethyl ammonium, diethyl ammonium, triethyl ammonium, monoethanol ammonium, diethanol ammonium, dimethylethyl ammonium, diethylethanol ammonium, triethanol ammonium, triisopropanol ammonium, tetramethyl ammonium, tetraethyl ammonium, N,N,N-trimethylethanol ammonium (choline), and cations made from dimethylaminopropylamine and diethylenetriamine, or mixtures thereof.

18. The aqueous herbicide solution of claim 12 that is a concentrate or a pre-mix concentrate.

19. The aqueous herbicide solution of claim 12 that is a spray solution.

20. The aqueous herbicide solution of claim 12 , wherein the polymeric crystallization inhibitor is a co-polymer containing polyacrylate groups, polymethacrylate groups or polymaleate groups, or mixtures thereof.

21. The aqueous herbicide solution of claim 20 , wherein the co-polymer containing polyacrylate groups comprises hydrophobically modified groups derived from the polymerization of an acrylate monomer and a styrene or substituted styrene monomer.

22. The aqueous herbicide solution of claim 12 , wherein the polymeric crystallization inhibitor of structure I comprises 5 to 80 mole % of A and 0 mole % of C with the rest being B.

23. An aqueous herbicide solution of improved compatibility comprising: an aqueous solution comprising: a) (2,4-dicholorophenoxy)acetic acid; b) one or more inorganic cations selected from the group consisting of Na + , K + , Ca 2+ , Mg 2+ , Fe 2+ , Fe 3+ , Cu 2+ , Mn 2+ , and Zn 2+ and/or one or more organo a

Assignees

• Corteva Agriscience Llc
• Akzo Nobel Chemicals Int Bv
• Nouryon Chemicals Int Bv

Inventors

• Alexander Mark
• Austin Anne
• Kennedy Alex
• Liu Lei
• Rodrigues Klin A
• Tank Holger

Classifications

• A01N25/00 Primary

  Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application {, e.g. seed treatment or sequential application}; Substances for reducing the noxious effect of the active ingredients to organisms other than pests · CPC title

• A01N25/30 Primary

  characterised by the surfactants · CPC title

• A01N39/04

  Aryloxy-acetic acids; Derivatives thereof · CPC title

• A01N39/02

  Aryloxy-carboxylic acids; Derivatives thereof · CPC title

• A01N43/40

  six-membered rings · CPC title