IP Library Granted Patent US 9,957,437
Granted Patent B2
US 9,957,437 · App. 15/228,446 · Granted May 1, 2018

Carbonyl functional inversion agents for water-in-oil latices and methods of use

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,957,437
App. No.
15/228,446
Granted
May 1, 2018
Kind
B2
Abstract

Water-in-oil latices of water soluble or dispersible polymers and methods of using the same are presented. The latices include carbonyl functional inversion agents that provide rapid and complete inversion of the latices under conditions wherein the water source used to invert the latex is provided at high temperature, or includes a high level of total dissolved solids, or is both high temperature and high total dissolved solids.

Claims (41)

1. A water-in-oil latex comprising

about 15 wt % to 70 wt % of a water soluble or dispersible polymer comprising 1 mol % to about 100 mol % acrylamide monomers;

about 0.1 wt % to 20.0 wt % of an inversion surfactant characterized as having a hydrophilic/lipophilic balance of 10 or greater; and

about 0.1 wt % to 20.0 wt % of an inversion agent that is a carbonyl functional inversion agent, wherein the inversion agent is not a surfactant.

2. The latex of claim 1 comprising about 1.0 wt % to 20.0 wt % of the inversion agent and inversion surfactant combined.

3. The latex of claim 1 , wherein the inversion agent is selected from hydroxycarboxylic acids or salts thereof, hydroxyamides, hydroxamates, and amino acids.

4. The latex of claim 3 , wherein the hydroxycarboxylic acid or salt thereof is a carboxymethyl polyol ether.

5. The latex of claim 4 , wherein the carboxymethyl polyol ether is a carboxymethyl-1,2-diol, carboxymethyl erythritol, carboxymethyl sorbitol, carboxymethyl polyglycerol, or carboxymethyl glycerol.

6. The latex of claim 3 , wherein the hydroxycarboxylic acid is an α-hydroxyacid or a β-hydroxyacid.

7. The latex of claim 6 , wherein the α-hydroxyacid is glycolic acid, lactic acid, tartaric acid, or malic acid and the β-hydroxyacid is hydroxypropionic acid, carnitine, or salicylic acid.

8. The latex of claim 1 comprising about 0.1 wt % to 5.0 wt % of the inversion agent.

9. The latex of claim 1 comprising

about 3 wt % to 50 wt % water;

about 10 wt % to 40 wt % of a compound or blend thereof that is less than 0.1 wt % soluble in water at 25° C. and is substantially a liquid over the range of 20° C. to 90° C. and comprising linear, branched, or cyclic hydrocarbon moieties;

about 20 wt % or less of a latex surfactant characterized as having a hydrophilic/lipophilic balance of between 2 and 10; and

about 0.1 wt % to 5.0 wt % of the inversion agent.

10. The latex of claim 1 , wherein the inversion agent is a hydrotrope.

11. The latex of claim 1 , wherein the inversion agent is characterized as having a hydrophilic/lipophilic balance of greater than about 19.

12. The latex of claim 1 , wherein the latex is shelf stable.

13. The latex of claim 1 , wherein the latex has a bulk viscosity at least 15% lower than the same latex excluding the inversion agent.

14. A method of forming an invertible latex, the method comprising

(a) forming a water-in-oil latex comprising

about 15 wt % to 70 wt % of a water soluble or dispersible polymer;

about 3 wt % to 50 wt % water;

about 10 wt % to 40 wt % of a compound or blend thereof that is less than 0.1 wt % soluble in water at 25° C. and is substantially a liquid over the range of 20° C. to 90° C. and comprising linear, branched, or cyclic hydrocarbon moieties; and

about 20 wt % or less of a latex surfactant characterized as having a hydrophilic/lipophilic balance of between 2 and 10; and

(b) adding to the latex

about 0.1 wt % to 20.0 wt % of an inversion surfactant characterized as having a hydrophilic/lipophilic balance of 10 or greater; and

about 0.1 wt % to 5.0 wt % of a carbonyl functional inversion agent to form an invertible latex, wherein the inversion agent is not a surfactant.

15. The method of claim 14 , wherein the invertible latex is shelf stable.

16. The method of claim 14 , wherein the inversion agent is selected from hydroxycarboxylic acids or salts thereof, hydroxyamides, hydroxamates, and amino acids.

17. The method of claim 16 , wherein the hydroxycarboxylic acid or salt thereof is a carboxymethyl polyol ether selected from carboxymethyl-1,2-diol, carboxymethyl erythritol, carboxymethyl sorbitol, carboxymethyl polyglycerol or carboxymethyl glycerol.

18. The method of claim 16 , wherein the hydroxycarboxylic acid is an α-hydroxyacid selected from glycolic acid, lactic acid, tartaric acid, and malic acid, or a β-hydroxyacid selected from hydroxypropionic acid, carnitine, and salicylic acid.

19. A method of recovering hydrocarbon compounds from a subterranean reservoir, the method comprising

(a) forming an invertible latex according to the method of claim 14 ,

(b) adding a water source to the invertible latex in a single addition to form a polymer flooding solution comprising about 100 ppm to 10,000 ppm of the water soluble or dispersible polymer,

(c) injecting the polymer flooding solution into the subterranean reservoir, and

(d) recovering the hydrocarbon compounds.

20. The method of claim 19 , wherein the water source is about 30° C. to 100° C.

21. The method of claim 19 , wherein the water source includes about 0.1 to 30 wt % total dissolved solids.

22. The method of claim 19 , wherein the water source is about 30° C. to 100° C. and includes about 0.1 to 30 wt % total dissolved solids.

Assignments (7)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 17, 2025
From: JPMORGAN CHASE BANK, N.A.
To: CHAMPIONX LLC; APERGY ESP SYSTEMS, LLC; APERGY BMCS ACQUISITION CORP; HARBISON-FISCHER, INC.; NORRIS RODS, INC.,; NORRIS RODS, INC.,; NORRISEAL-WELLMARK, INC.; PCS FERGUSON, INC.; QUARTZDYNE, INC.; US SYNTHETIC CORPORATION
Reel/Frame 072004/0019 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 19, 2024
From: CHAMPIONX USA INC.
To: CHAMPIONX LLC
Reel/Frame 067768/0888 →
RELEASE OF SECURITY INTEREST Recorded Jun 7, 2022
From: BANK OF AMERICA, N.A.
To: CHAMPIONX USA INC.
Reel/Frame 060304/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2020
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 053749/0001 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 052848/0368 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 053250/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 3, 2016
From: LI, XIAOJIN HARRY; PARTHASARATHY, ANAND
To: ECOLAB USA INC.
Reel/Frame 040211/0732 →