Epoxidized oil-based surfactant and compositions comprising the same

Patent metadata

Field	Value
Publication number	US-12588676-B2
Application number	US-202017757027-A
Country	US
Kind code	B2
Filing date	Dec 14, 2020
Priority date	Dec 13, 2019
Publication date	Mar 31, 2026
Grant date	Mar 31, 2026

Abstract

An epoxidized oil-based surfactant is the reaction product of an epoxidized compound and a primary and/or secondary alkanolamine, wherein the epoxidized compound is chosen from an epoxidized oil, an epoxidized fatty acid, an epoxidized fatty acid ester, and combinations thereof. An herbicidal composition includes glyphosate or a salt thereof and at least one epoxidized oil-based surfactant. The herbicidal composition is used in a method of controlling unwanted vegetation wherein the method includes the step of applying to the unwanted vegetation a herbicidally effective amount of the aforementioned herbicidal composition. The epoxidized oil-based surfactant is prepared using a method that includes reacting the epoxidized compound and the primary and/or secondary alkanolamine. The epoxidized oil-based surfactant is also utilized in a cleaning composition for the cleaning of hard surfaces, wherein the cleaning composition includes the epoxidized oil-based surfactant and an additional component chosen from an additional surfactant and/or a chelating agent.

First claim

What is claimed is:

1 . An epoxidized oil-based surfactant that is the reaction product of epoxidized soybean oil, diethanolamine, and n-methylglucamine, wherein the epoxidized soybean oil has the following structure (I):

and wherein the molar ratio of epoxidized soybean oil:diethanolamine;n-methylglucamine is 1:(1-5):(3-7).

2 . A surfactant composition comprising the epoxidized oil-based surfactant of claim 1 and at least one co-surfactant different from the epoxidized oil-based surfactant.

3 . An herbicidal composition comprising glyphosate or a salt thereof and at least one epoxidized oil-based surfactant of claim 1 .

4 . The herbicidal composition of claim 3 that is free of surfactants that are not the epoxidized oil-based surfactant.

5 . The herbicidal composition of claim 4 comprising at least one herbicidally active ingredient in addition to the glyphosate or salt thereof.

6 . The herbicidal composition of claim 5 wherein the additional herbicidally active ingredient is chosen from 2,4-dichlorophenoxyacetic acid (2,4-D), dicamba, glufosinate, and combinations thereof.

7 . The herbicidal composition of claim 4 wherein the glyphosate salt is chosen from sodium, potassium, ammonium, isopropylamine, monoethanolamine, diethanolamine, triethanolamine, trimesium salts, and combinations thereof.

8 . The herbicidal composition of claim 4 which has loading of glyphosate or a salt thereof of at least 540 g a.e./L.

9 . A method of controlling unwanted vegetation, said method comprising applying a herbicidally effective amount of an herbicidal composition of claim 4 to the unwanted vegetation.

10 . A method of preparing the epoxidized oil-based surfactant of claim 1 , said method comprising the step of reacting the epoxidized soybean oil, the diethanolamine, and the n-methylglucamine.

11 . A cleaning composition for the cleaning of hard surfaces, said cleaning composition comprising:
the epoxidized oil-based surfactant of claim 1 ; and an additional component chosen from an additional surfactant and/or a chelating agent.

12 . The cleaning composition of claim 11 wherein the chelating agent is chosen from sodium pyrophosphate, sodium tripolyphosphate and the corresponding potassium salts, organic phosphates, aminocarboxylates, aminopolyphosphonates, polyphosphonic acids, polycarboxylates, alkali salts of gluconic acid, alkali salts of glucoheptonic acid and mixtures thereof.

13 . The cleaning composition of claim 12 wherein the additional surfactant is chosen from anionic, cationic, or amphoteric surfactants, or combinations thereof.

14 . The cleaning composition claim 12 further comprising an alkali hydroxide, an alkaline builder, an alkaline complexing agent, or combinations thereof.

15 . The surfactant of claim 1 wherein the molar ratio of epoxidized soybean oil: diethanolamine: n-methylglucamine is 1:5:3.

16 . The surfactant of claim 1 wherein the molar ratio of epoxidized soybean oil: diethanolamine: n-methylglucamine is 1:1:7.

17 . The surfactant of claim 1 wherein the molar ratio of epoxidized soybean oil: diethanolamine: n-methylglucamine is 1:2:6.

18 . The surfactant of claim 1 wherein the molar ratio of epoxidized soybean oil: diethanolamine: n-methylglucamine is 1:4:4.

Assignees

• Nouryon Chemicals Int Bv

Inventors

• Bevinakatti Hanamanthsa
• Yuan-Huffman Qingwen Wendy
• Zhu Shawn
• Islam Mojahedul

Classifications

• A01N57/20

  containing acyclic or cycloaliphatic radicals · CPC title

• A01N37/40

  having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system · CPC title

• A01N37/38

  having at least one oxygen or sulfur atom attached to an aromatic ring system · CPC title

• A01P13/00

  Herbicides; Algicides · CPC title

• C11D1/667

  Neutral esters, e.g. sorbitan esters · CPC title