IP Library Granted Patent US 11,603,436
Granted Patent B2
US 11,603,436 · App. 16/765,949 · Granted Mar 14, 2023

Aromatic-based polyetheramine alkoxylates

Inventor: Matthew T. Meredith (The Woodlands, TX)
Assignee: HUNTSMAN Petrochemical LLC
C08G81/00A01N25/04A01N25/30C08G65/33306C08G2650/58
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Quick Facts
Patent No.
US 11,603,436
App. No.
16/765,949
Granted
Mar 14, 2023
Kind
B2
Abstract

The present disclosure provides a polyetheramine alkoxylate compound containing aromatic groups in the hydrophobe allowing the compound to exhibit unique functionality, high performance and low cost, but without the toxicity and/or skin and eye irritation problems associated with conventional polyetheramine compounds.

Claims (14)

1. A polyetheramine alkoxylate compound having the formula (1)

where R 3 and R 4 are each methyl; R 5 , R 6 , R 7 , and R 8 are hydrogen; M is hydrogen, a water-soluble cation, a monovalent metal or a polyvalent metal cation; w is 0; z is 1; x is 0; y is an integer from 1 to 10; m is an integer from 0 to 50; n is an integer from 0 to 50; k is 0; and wherein m+n=1 to 10.

2. A method for preparing a polyetheramine alkoxylate compound having the formula (1) according to claim 1 comprising the steps of: reacting an initiator alcohol selected from phenylmethanol, diphenylmethanol, triphenylmethanol and a mixture thereof with ethylene oxide, propylene oxide, butylene oxide or mixture thereof to form a precursor polyol; aminating the precursor polyol to form a polyetheramine; and, alkoxylating the polyetheramine with an alkylene oxide to form the polyetheramine alkoxylate of formula (1).

3. The method of claim 2 , wherein the method further comprises the step of reacting the polyetheramine alkoxylate compound of formula (1) with an acidic moiety and optionally neutralizing with a source of alkali metal, alkaline earth metal, amine or ammonia.

4. A composition comprising a polyetheramine alkoxylate compound having the formula (1)

where R 3 and R 4 are each methyl; R 5 , R 6 , R 7 and R 8 are hydrogen; M is hydrogen, a water-soluble cation, a monovalent metal or a polyvalent metal cation; w is 0; z is 1; x is 0; y is an integer from 1 to 10; m is an integer from 0 to 50; n is an integer from 0 to 50; k is 0; and wherein m+n=1 to 10 and a solvent.

5. A packaged product comprising: a) a container having at least an outlet; and b) the composition of claim 4 .

6. A concentrate composition comprising from about 50% by weight of the compound of the formula (1) according to claim 1 and from about 0.5% by weight to about 50% by weight of water and optionally one or more additives, where the % by weight is based on the total weight of the concentrate composition.

7. A performance chemical formulation or personal care formulation comprising the composition of claim 4 , wherein the compound of formula (1) is present in an amount ranging from about 0.01% by weight to about 40% by weight, based on the total weight of the performance chemical formulation.

8. An agrochemical emulsifiable concentrate comprising an agrochemical active component, a solvent and the composition of claim 4 wherein the compound of formula (1) is present in an amount ranging from about 1% w/w to about 20% w/w, where w/w means the weight of the composition comprising the compound of formula (1) present in the agrochemical emulsifiable concentrate over the total weight of the agrochemical emulsifiable concentrate.

9. An agrochemical suspension concentrate comprising an agrochemical active component, water and the composition of claim 4 wherein the composition comprising the compound of formula (1) may be present in the agrochemical suspension concentrate in an amount ranging from about 0.01% w/w to about 10% w/w, where w/w means the weight of the composition comprising the compound of formula (1) present in the agrochemical suspension concentrate over the total weight of the agrochemical suspension concentrate.

10. An agrochemical soluble liquid concentrate comprising a dissolved agrochemical active ingredient, water, and the composition of claim 4 wherein the composition comprising the compound of formula (1) may be present in the agrochemical soluble liquid concentrate in an amount ranging from about 0.01% to about 20% w/w, where w/w means the weight of the composition comprising the compound of formula (1) present in the agrochemical soluble liquid concentrate over the total weight of the agrochemical soluble liquid concentrate.

11. A fuel additive concentrate comprising the composition of claim 4 , one or more performance additives and at least one of a fuel, a carrier oil or a solvent.

12. A curable composition comprising the compound of formula (1) of claim 1 and a curable resin.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 21, 2020
From: MEREDITH, MATTHEW T.
To: HUNTSMAN PETROCHEMICAL LLC
Reel/Frame 052722/0192 →