IP Library Granted Patent US 10,597,570
Granted Patent B2
US 10,597,570 · App. 15/595,272 · Granted Mar 24, 2020

Spray dried emulsifier compositions, methods for their preparation, and their use in oil-based drilling fluid compositions

Inventors: Phillip W. Hurd (Conyers, GA); Gary D. Fultz (Spring, TX); Jalandar Jadhav (Daphne, AL)
Assignee: INGEVITY SOUTH CAROLINA, LLC
C09K8/03B01F17/005C09K8/032C09K8/035C09K8/12C09K8/36C09K8/72
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Quick Facts
Patent No.
US 10,597,570
App. No.
15/595,272
Granted
Mar 24, 2020
Kind
B2
Abstract

Spray dried emulsifier compositions are described, which have desirable emulsifying and wetting characteristics. Among other advantages, the solid particulate emulsifier compositions greatly reduce transportation costs and simplify the logistics and environmental concerns associated with shipping large volumes of solvent-containing liquids. The emulsifier comprises (1) a carboxylic acid terminated fatty amine condensate or (2) a modified tall oil or (3) a blend of (1) and (2) that is converted to its alkali or alkaline earth metal salt and spray dried.

Claims (36)

1. A spray dried emulsifier comprising an alkali metal salt or an alkaline earth metal salt of a carboxylic acid terminated fatty amine condensate, wherein the carboxylic acid terminated fatty amine condensate comprises a reaction product of a fatty acid amine condensate and:

(1) a polycarboxylic acid,

(2) a carboxylic acid anhydride, or

(3) a polycarboxylic acid and a carboxylic acid anhydride.

2. The spray dried emulsifier of claim 1 , wherein the carboxylic acid terminated fatty amine condensate comprises a reaction product of the fatty acid amine condensate and the polycarboxylic acid.

3. The spray dried emulsifier of claim 2 , wherein the polycarboxylic acid comprises succinic acid or adipic acid.

4. The spray dried emulsifier of claim 2 , wherein the polycarboxylic acid comprises succinic acid.

5. The spray dried emulsifier of claim 1 , wherein the carboxylic acid terminated fatty amine condensate comprises a reaction product of the fatty acid amine condensate and the carboxylic acid anhydride.

6. The spray dried emulsifier of claim 5 , wherein the carboxylic acid anhydride comprises succinic anhydride.

7. The spray dried emulsifier of claim 1 , further comprising an alkali metal salt of a modified tall oil, an alkaline earth metal salt of a modified tall oil, or a mixture thereof.

8. The spray dried emulsifier of claim 7 , wherein the spray dried emulsifier comprises the alkali metal salt of the modified tall oil, and wherein the modified tall oil is prepared by reacting a tall oil distillate component and a second component comprising:

an unsaturated polycarboxylic acid,

an unsaturated carboxylic anhydride, or

an unsaturated polycarboxylic acid and an unsaturated carboxylic anhydride.

9. The spray dried emulsifier of claim 7 , wherein the spray dried emulsifier comprises the alkaline earth metal salt of the modified tall oil, and wherein the modified tall oil is prepared by reacting a tall oil distillate component and a second component comprising:

an unsaturated polycarboxylic acid,

an unsaturated carboxylic anhydride, or

an unsaturated polycarboxylic acid and an unsaturated carboxylic anhydride.

10. The spray dried emulsifier of claim 7 , wherein the spray dried emulsifier has an average particle size of about 1 μm to about 150 μm, a bulk density of about 0.24 g/ml to about 0.56 g/ml, and a residual moisture content of less than 10 wt %.

11. A method for making a spray dried emulsifier, comprising:

neutralizing an emulsifier comprising a carboxylic acid terminated fatty amine condensate to produce a neutralized emulsifier comprising an alkali metal salt or an alkaline earth metal salt of the carboxylic acid terminated fatty amine condensate, wherein the carboxylic acid terminated fatty amine condensate comprises a reaction product of a fatty acid amine condensate and:

(1) a polycarboxylic acid,

(2) a carboxylic acid anhydride, or

(3) a polycarboxylic acid and a carboxylic acid anhydride; and

spray drying the neutralized emulsifier to produce a spray dried emulsifier comprising the alkali metal salt or the alkaline earth metal salt of the carboxylic acid terminated fatty amine condensate.

12. The method of claim 11 , wherein the carboxylic acid terminated fatty amine condensate comprises a reaction product of the fatty acid amine condensate and the polycarboxylic acid, and wherein the polycarboxylic acid comprises succinic acid or adipic acid.

13. The method of claim 11 , wherein the carboxylic acid terminated fatty amine condensate comprises a reaction product of the fatty acid amine condensate and the carboxylic acid anhydride, and wherein the carboxylic acid anhydride comprises succinic anhydride.

14. The method of claim 11 , wherein the neutralized emulsifier further comprises an alkali metal salt of a modified tall oil, an alkaline earth metal salt of a modified tall oil, or a mixture thereof.

15. The method of claim 11 , wherein the emulsifier is neutralized at a temperature of about 50° C. to about 100° C., and wherein the neutralized emulsifier is spray dried at a temperature of about 1 80° C. to about 250° C.

16. The method of claim 11 , wherein emulsifier further comprises a modified tall oil, and wherein a weight ratio of the carboxylic acid terminated fatty amine condensate to the modified tall oil is about 2:3 to about 1:4.

17. A method for making an invert emulsion drilling fluid, comprising:

combining an oil component, a water component, and the spray dried emulsifier of claim 1 to produce an invert emulsion.

18. The method of claim 17 , wherein the carboxylic acid terminated fatty amine condensate comprises a reaction product of the fatty acid amine condensate and the polycarboxylic acid, and wherein the polycarboxylic acid comprises succinic acid or adipic acid.

19. The method of claim 17 , wherein the carboxylic acid terminated fatty amine condensate comprises a reaction product of the fatty acid amine condensate and the carboxylic acid anhydride, and wherein the carboxylic acid anhydride comprises succinic anhydride.

20. The method of claim 17 , wherein the spray dried emulsifier further comprises an alkali metal salt of a modified tall oil, an alkaline earth metal salt of a modified tall oil, or a mixture thereof.

21. The spray dried emulsifier of claim 2 , wherein the polycarboxylic acid comprises one or more of succinic acid, adipic acid, maleic acid, fumaric acid, phthalic acid, trans-2-hexenedioic acid, trans-3-hexenedioic acid, cis-3-octenedioic acid, cis-4-octenedioic acid, and trans-3-octenedioic acid.

Assignments (10)
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 →
SECOND SUPPLEMENTAL SECURITY AGREEMENT Recorded Oct 28, 2020
From: INGEVITY SOUTH CAROLINA, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 054417/0821 →
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 Mar 20, 2018
From: GEORGIA-PACIFIC CHEMICALS LLC
To: INGEVITY SOUTH CAROLINA, LLC
Reel/Frame 045288/0868 →
EMPLOYMENT AGREEMENT Recorded Aug 9, 2017
From: JADHAV, JALANDAR Y
To: GEORGIA-PACIFIC CORPORATION
Reel/Frame 043502/0523 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2017
From: HURD, PHILLIP WAYNE; FULTZ, GARY D.
To: GEORGIA-PACIFIC RESINS INC
Reel/Frame 043247/0689 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2017
From: GEORGIA-PACIFIC LLC
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 043248/0052 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2017
From: GEORGIA-PACIFIC RESINS INC
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 043502/0115 →
MERGER AND CHANGE OF NAME Recorded Aug 9, 2017
From: GEORGIA-PACIFIC CORPORATION; GEORGIA-PACIFIC LLC
To: GEORGIA-PACIFIC LLC
Reel/Frame 043502/0344 →
Continuity (4)
Continuation 14585394 · Dec 30, 2014
Continuation 13563896 · Aug 1, 2012
Continuation 11333535 · Jan 18, 2006
Related Publication 20170247594A1 · Aug 31, 2017
Cited By (1)
US 12,624,272