# US 9,433,208 B2 · Crop oil concentrate adjuvants containing amine surfactants

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- Number: US 9,433,208 B2
- Document ID: US9433208B2
- Status: Granted
- Kind: B2
- Application number: 14/278,058
- Filed: 2014-05-15
- Published: 2014-09-04
- Granted: 2016-09-06
- Earliest claimed: 2004-03-03
- Assignees: Huntsman Petrochemical Corporation
- Applicants: Huntsman Petrochemical LLC
- Inventors: R. Scott Tann; Howard M. Stridde; Curtis M. Elsik
- Web page: https://patentgrep.com/patent/US9433208B2

## CPC

- A01N 25/30: characterised by the surfactants
- A01N 25/02: containing liquids as carriers, diluents or solvents
- A01N 25/04: Dispersions, {emulsions, suspoemulsions, suspension concentrates} or gels (foams A01N25/16)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS

## Abstract

In agricultural practice it is known to use emulsifiable oils (commonly referred to a Crop Oil Concentrates, COC) as bioefficacy enhancers for pesticides, especially herbicides. Cationic surfactants are widely known to be particularly effective bio-active enhancers for herbicides, especially for glyphosate-type herbicides. The present invention includes two novel aspects: 1) While the vast majority of COCs are petroleum-based paraffinic oils or esterified seed oils, this invention embodies a new oil phase, a hydrocarbon oil such exemplified by EXXON-MOBIL'S D-130, which when combined with the surfactants described herein, exhibits surprising enhancement of herbicidal activity in field tests; and 2) COC's are designed to form stable emulsions in water. The combination of cationic surfactants and phosphate esters in this invention not only form very stable emulsions in water, but, surprisingly, also form extremely stable emulsions in concentrated liquid fertilizers, including 32-0-0 fertilizer.

## Claims

### Claim 1

A microemulsion comprising:
(a) a crop oil concentrate (COC) comprising:
from 8 w/w % to 10 w/w % of one or more alkoxylated amine surfactant components;
from 28 w/w % to 30 w/w % of a phosphate ester component; and
60 w/w % of a dearomatized hydrocarbon oil component;
(b) water; and
(c) at least one agriculturally-active material.

### Claim 2 (depends on 1)

The microemulsion of claim 1, wherein the surfactant is an alkyl amine alkoxylate.

### Claim 3 (depends on 2)

The microemulsion of claim 2, wherein the surfactant is a tallow amine ethoxylate.

### Claim 4 (depends on 1)

The microemulsion of claim 1, wherein the surfactant is a polyetheramine alkoxylate.

### Claim 5 (depends on 1)

The microemulsion of claim 1, wherein the surfactant is an alkyl diamine alkoxylate.

### Claim 6 (depends on 1)

The microemulsion of claim 1, wherein the alkoxylated amine surfactant component has a w/w % of 10 %.

### Claim 7 (depends on 6)

The microemulsion of claim 6, wherein the phosphate ester surfactant component has a w/w % of 30 %.

### Claim 8

A microemulsion consisting of:
(a) a crop oil concentrate (COC) consisting of:
from 8 w/w % to 10 w/w % of one or more alkoxylated amine surfactant components;
from 28 w/w % to 30 w/w % of a phosphate ester component; and
60 w/w % of a dearomatized hydrocarbon oil component,
(b) water; and
(c) at least one agriculturally-active material.

### Claim 9 (depends on 8)

The microemulsion of claim 8, wherein the alkoxylated amine surfactant component has a w/w % of 10 %.

### Claim 10 (depends on 9)

The microemulsion of claim 9, wherein the phosphate ester surfactant component has a w/w % of 30 %.

### Claim 11

A method of controlling weeds, comprising:
diluting a composition into a spray tank with one or more pesticides, wherein the composition comprises:
a crop oil concentrate (COC) comprising:
from 8 w/w % to 10 w/w % of one or more alkoxylated amine surfactant components;
from 28 w/w % to 30 w/w % of a phosphate ester component; and
60 w/w % of a dearomatized hydrocarbon oil component, and then applying the composition to a plant.

### Claim 12 (depends on 11)

The method of claim 11, wherein the COC comprises:
10 w/w % of the one or more alkoxylated amine surfactants; and
from 28 w/w % to 30 w/w % of the phosphate ester surfactant.