Surfactants for agricultural products

Patent metadata

Field	Value
Publication number	US-12575563-B2
Application number	US-202418642653-A
Country	US
Kind code	B2
Filing date	Apr 22, 2024
Priority date	Mar 11, 2020
Publication date	Mar 17, 2026
Grant date	Mar 17, 2026

Abstract

Agricultural products, such as pesticides, plant growth regulators, fungicides, herbicides, and insecticides, may be formulated to include one or more surfactants, from one or more surfactant classes, such as derivatives of amino acids that have surface-active properties.

First claim

The invention claimed is:

1 . A formulation for a pesticide, comprising:
at least one surfactant of Formula I,

wherein R 1 and R 2 may be the same or different, and may be selected from the group consisting of hydrogen and C 1 -C 6 alkyl, wherein the C 1 -C 6 alkyl may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate;
n is an integer from 2 to 5 (including 2 and 5);
m is an integer from 9 to 20 (including 9 and 20);
the terminal nitrogen is optionally further substituted with R 3 , wherein R 3 is selected from the group consisting of hydrogen, oxygen, hydroxyl, and C 1 -C 6 alkyl, wherein the C 1 -C 6 alkyl may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate;
an optional counterion associated with the compound which, if present, is hydroxide; and
a pesticide.

2 . The formulation of claim 1 , further comprising a water-insoluble solvent.

3 . The formulation of claim 1 , wherein the surfactant comprises at least one of
dodecyl 6-(dimethylamino)hexanoate N-oxide, having the following formula:

4-((6-(dodecyloxy)-6-oxohexyl)dimethylammonio)butane-1-sulfonate, having the following formula:

 and combinations thereof.

4 . The formulation of claim 1 , wherein the pesticide is an insecticide.

5 . The formulation of claim 4 , further comprising an antifoaming agent.

6 . The formulation of claim 4 , further comprising an antifreezing agent.

7 . The formulation of claim 4 , further comprising water.

8 . The formulation of claim 4 , wherein the surfactant comprises at least one of
dodecyl 6-(dimethylamino)hexanoate N-oxide, having the following formula:

4-((6-(dodecyloxy)-6-oxohexyl)dimethylammonio)butane-1-sulfonate, having the following formula:

 and combinations thereof.

9 . A formulation for a fungicide, comprising:
at least one surfactant of Formula I,

wherein R 1 and R 2 may be the same or different, and may be selected from the group consisting of hydrogen and C 1 -C 6 alkyl, wherein the C 1 -C 6 alkyl may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate;
n is an integer from 2 to 5 (including 2 and 5);
m is an integer from 9 to 20 (including 9 and 20);
the terminal nitrogen is optionally further substituted with R 3 , wherein R 3 is selected from the group consisting of hydrogen, oxygen, hydroxyl, and C 1 -C 6 alkyl, wherein the C 1 -C 6 alkyl may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate;
an optional counterion associated with the compound which, if present, is hydroxide; and
a fungicide.

10 . The formulation of claim 9 , further comprising a co-surfactant.

11 . The formulation of claim 9 , further comprising a carrier agent.

12 . The formulation of claim 9 , wherein the surfactant comprises at least one of
dodecyl 6-(dimethylamino)hexanoate N-oxide, having the following formula:

4-((6-(dodecyloxy)-6-oxohexyl)dimethylammonio)butane-1-sulfonate, having the following formula:

 and combinations thereof.

13 . A formulation for an herbicide, comprising:
at least one surfactant of Formula I,

wherein R 1 and R 2 may be the same or different, and may be selected from the group consisting of hydrogen and C 1 -C 6 alkyl, wherein the C 1 -C 6 alkyl may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate;
n is an integer from 2 to 5 (including 2 and 5);
m is an integer from 9 to 20 (including 9 and 20);
the terminal nitrogen is optionally further substituted with R 3 , wherein R 3 is selected from the group consisting of hydrogen, oxygen, hydroxyl, and C 1 -C 6 alkyl, wherein the C 1 -C 6 alkyl may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate;
an optional counterion associated with the compound which, if present, is hydroxide; and

an herbicide.

14 . The formulation of claim 13 , further comprising a second herbicide.

15 . The formulation of claim 13 , further comprising a water-insoluble solvent.

16 . The formulation of claim 13 , further comprising water.

17 . The formulation of claim 13 , wherein the surfactant comprises at least one of
dodecyl 6-(dimethylamino)hexanoate N-oxide, having the following formula:

4-((6-(dodecyloxy)-6-oxohexyl)dimethylammonio)butane-1-sulfonate, having the following formula:

 and combinations thereof.

Assignees

• Advansix Resins & Chemicals Llc

Inventors

• Asirvatham Edward

Classifications

• A01N41/08

  Sulfonic acid halides; alpha-Hydroxy-sulfonic acids; Amino-sulfonic acids; Thiosulfonic acids; Derivatives thereof · CPC title

• A01N37/44

  containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids · CPC title

• A01P21/00

  Plant growth regulators · CPC title

• A01P13/00

  Herbicides; Algicides · CPC title

• A01P3/00

  Fungicides · CPC title