IP Library Granted Patent US 10,435,611
Granted Patent B2
US 10,435,611 · App. 15/871,986 · Granted Oct 8, 2019

Methods for producing emulsifiers for oil-based drilling fluids

Inventors: Phillip W. Hurd (Conyers, GA); John B. Hines (Atlanta, GA); Roger Scott Johnson (Lilburn, GA); David T. Mpofu (Dunwoody, GA); Nathan P. Rife (Sugar Land, TX); Anne M. Cothran (Conyers, GA)
Assignee: INGEVITY SOUTH CAROLINA, LLC
C09K8/36
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 10,435,611
App. No.
15/871,986
Granted
Oct 8, 2019
Kind
B2
Abstract

Methods for making emulsifiers, emulsified drilling fluids, and methods for using the same are provided. In one or more embodiments, the method for making an emulsifier can include mixing a tall oil and a triamide. The triamide can have the chemical formula: where: x, y, and z are integers independently selected from 1 to 10, R 1 is a C 8 -C 20 alkyl, a C 8 -C 20 alkenyl, a C 8 -C 20 dialkenyl, or a C 8 -C 20 alkynyl, R 2 is H or independently selected for each [(CH 2 ) x NR 2 (CH 2 ) y ] unit, where R 4 is a C 1 -C 3 alkylene or a C 1 -C 3 alkylene alcohol, and where at least one R 2 is and R 3 is a C 8 -C 20 alkyl, a C 8 -C 20 alkenyl, a C 8 -C 20 dialkenyl, or a C 8 -C 20 alkynyl.

Claims (31)

1. An emulsifier, comprising:

a tall oil component; and

a triamide component comprising a triamide having the chemical formula:

wherein:

x, y, and z are integers independently selected from 1 to 10,

R 1 is a C 8 -C 20 alkyl, a C 8 -C 20 alkenyl, a C 8 -C 20 dialkenyl, or a C 8 -C 20 alkynyl,

R 2 is H or

 independently selected for each [(CH 2 ) x ,NR 2 (CH 2 ) y ] unit, wherein R 4 is a C 1 -C 3 alkylene or a C 1 -C 3 alkylene alcohol, and wherein at least one R 2 is

 and

R 3 is a C 8 -C 20 alkyl, a C 8 -C 20 alkenyl, a C 8 -C 20 dialkenyl, or a C 8 -C 20 alkynyl.

2. The emulsifier of claim 1 , wherein the triamide component comprises an alkali metal salt of the triamide, an alkaline earth metal salt of the triamide, or a mixture thereof.

3. The emulsifier of claim 1 , wherein the triamide component comprises an alkali metal salt of the triamide.

4. The emulsifier of claim 3 , wherein R 4 is an ethanediyl group (—CH 2 CH 2 —).

5. The emulsifier of claim 1 , wherein the triamide component comprises an alkaline earth metal salt of the triamide.

6. The emulsifier of claim 5 , wherein R 4 is an ethanediyl group (—CH 2 CH 2 —).

7. The emulsifier of claim 1 , wherein the tall oil component comprises a tall oil.

8. The emulsifier of claim 1 , wherein the tall oil component comprises an alkali metal salt of a tall oil.

9. The emulsifier of claim 1 , wherein the tall oil component comprises an alkaline earth metal salt of a tall oil.

10. The emulsifier of claim 1 , wherein the emulsifier is a spray dried emulsifier and has an average particle size of about 1 μm to about 75 μm.

11. The emulsifier of claim 1 , wherein the tall oil comprises a crude tall oil, a distillate tall oil, a tall oil bottoms, or a mixture thereof.

12. The emulsifier of claim 1 , wherein the tall oil component comprises a modified tall oil produced by reacting a tall oil and an α,β unsaturated carboxylic acid or an α,β unsaturated acid anhydride.

13. The emulsifier of claim 1 , wherein the tall oil component comprises a mixture of a first tall oil distillate fraction and a second tall oil distillate fraction comprising about 45 wt % to about 90 wt % of fatty acids and about 10 wt % to about 55 wt % of rosin acids, based on the combined weight of the first tall oil distillate fraction and the second tall oil distillate fraction.

14. A process for making an emulsifier of claim 1 , the method comprising: mixing the tall oil component and the triamide component to produce a mixture; and spray drying the mixture to produce a spray dried emulsifier.

15. The process of claim 14 , wherein the triamide component is produced by reacting a diamidoamine with a saturated dicarboxylic acid, a saturated acid anhydride, or a mixture thereof, and wherein the tall oil component is produced by reacting a tall oil and an α,β unsaturated carboxylic acid or an α,β unsaturated acid anhydride.

16. The process of claim 14 , further comprising neutralizing the mixture to produce a neutralized mixture, wherein the neutralized mixture is spray dried to produce the spray dried emulsifier.

17. A drilling fluid, comprising: an oil phase; an aqueous phase, and the spray dried emulsifier of claim 14 .

18. The drilling fluid of claim 17 , wherein: the oil phase comprises paraffins, olefins, aromatics, naphthalenes, or a mixture thereof, the aqueous phase comprises a brine solution containing sodium chloride, potassium chloride, magnesium chloride, calcium chloride, or a mixture thereof, the triamide component comprises an alkali metal salt of a triamide, an alkaline earth metal salt of a triamide, or a mixture thereof, and the tall oil component comprises an alkali metal salt of a tall oil, an alkaline earth metal salt of a tall oil, or a mixture thereof.

19. The drilling fluid of claim 18 , wherein the drilling fluid comprises about 0.2 wt % to about 5 wt % of the spray dried emulsifier and about 5 wt % to about 40 wt % of the aqueous phase, based on a combined weight of the oil phase, the aqueous phase, and the spray dried emulsifier.

20. The process of claim 15 , wherein:

the saturated dicarboxylic acid includes at least one of succinic acid, malic acid, and glutaric acid; or

the saturated acid anhydride includes at least one of succinic anhydride and glutaric anhydride.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 29, 2026
From: INGEVITY SOUTH CAROLINA, LLC
To: MAINSTREAM PINE PRODUCTS, LLC
Reel/Frame 073626/0470 →
NOTICE OF SUCCESSION OF AGENCY Recorded Nov 23, 2020
From: WELLS FARGO BANK, N.A.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 054501/0049 →
SUPPLEMENTAL SECURITY AGREEMENT Recorded Apr 12, 2018
From: INGEVITY SOUTH CAROLINA, LLC
To: WELLS FARGO BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045917/0978 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2018
From: HURD, PHILLIP W.; HINES, JOHN B.; JOHNSON, ROGER SCOTT; MPOFU, DAVID T.; RIFE, NATHAN P.; COTHRAN, ANNE M.
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 045426/0372 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2018
From: GEORGIA-PACIFIC CHEMICALS LLC
To: INGEVITY SOUTH CAROLINA, LLC
Reel/Frame 045426/0714 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2018
From: GEORGIA-PACIFIC CHEMICALS LLC
To: INGEVITY SOUTH CAROLINA, LLC
Reel/Frame 045288/0868 →
Cited By (1)
US 12,258,515