IP Library Granted Patent US 11,992,008
Granted Patent B2
US 11,992,008 · App. 17/196,874 · Granted May 28, 2024

Surfactants for agricultural products

Inventor: Edward Asirvatham (Chatham, NJ)
Assignee: AdvanSix Resins & Chemicals LLC
A01N25/30A01N37/44A01N41/08
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Quick Facts
Patent No.
US 11,992,008
App. No.
17/196,874
Granted
May 28, 2024
Kind
B2
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.

Claims (50)

1. A formulation for a pesticide, comprising:

at least one surfactant of Formula I,

wherein R′ 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 5;

m is 11;

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′ 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 5;

m is 11;

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′ 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 5;

m is 11;

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.

Assignments (2)
SECURITY INTEREST Recorded Oct 27, 2021
From: ADVANSIX INC.; ADVANSIX RESINS & CHEMICALS LLC
To: TRUIST BANK, AS ADMINISTRATIVE AGENT
Reel/Frame 057940/0794 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2021
From: ASIRVATHAM, EDWARD
To: ADVANSIX RESINS & CHEMICALS LLC
Reel/Frame 056334/0552 →
Continuity (2)
Provisional Application 62988203 · Mar 11, 2020
Related Publication 20210289776A1 · Sep 23, 2021