IP Library Granted Patent US 10,005,947
Granted Patent B2
US 10,005,947 · App. 14/546,310 · Granted Jun 26, 2018

Modified hydrocarbon resins as fluid loss additives

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Quick Facts
Patent No.
US 10,005,947
App. No.
14/546,310
Granted
Jun 26, 2018
Kind
B2
Abstract

Methods for treating oil-based drilling fluids with a fluid loss additive that includes one or more hydrocarbon resins. An oil-based drilling fluid and a hydrocarbon resin can be combined to produce a treated oil-based drilling fluid. The hydrocarbon resin can include a polymerized product of a reaction mixture that can include a dicyclopentadiene; at least one member selected from the group consisting of: a dimer of an aliphatic cyclic diene having five carbon atoms, a dimer of an aliphatic non-cyclic diene having five carbon atoms, a monoolefin, a diolefin, or a polyene, each having more than five carbon atoms and no aromatic rings, a C 5 -olefin, a debutanized aromatic concentrate, and any mixture thereof; and at least one member selected from the group consisting of: a fatty acid-containing material, a rosin acid-containing material, and a mixture thereof.

Claims (43)

1. A method for making a drilling fluid mixture, comprising:

combining an oil-based drilling fluid and a reaction product of at least one ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride and a hydrocarbon resin to produce a drilling fluid mixture, wherein the drilling fluid mixture is an emulsion, a suspension, or a dispersion, and wherein the hydrocarbon resin comprises a polymerized product of a reaction mixture comprising:

a dicyclopentadiene;

at least one member selected from the group consisting of:

a dimer of an aliphatic cyclic diene having five carbon atoms,

a dimer of an aliphatic non-cyclic diene having five carbon atoms,

a monoolefin, a diolefin, or a polyene, each having more than five carbon atoms and no aromatic rings,

a C 5 -olefin, and

a debutanized aromatic concentrate; and

at least one member selected from the group consisting of: a fatty acid-containing material and a rosin acid-containing material.

2. The method of claim 1 , wherein the at least one ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride comprises maleic acid or maleic anhydride.

3. The method of claim 1 , wherein the reaction mixture comprises the dimer of the aliphatic cyclic diene having five carbon atoms, the dimer of the aliphatic non-cyclic diene having five carbon atoms, or both.

4. The method of claim 1 , wherein the reaction mixture further comprises the monoolefin, the diolefin, or the polyene.

5. The method of claim 1 , wherein the reaction mixture further comprises the C 5 -olefin.

6. The method of claim 1 , wherein the reaction mixture further comprises the debutanized aromatic concentrate.

7. The method of claim 1 , wherein the drilling fluid mixture has a high temperature high pressure fluid loss at 250° F. of about 3 mL to about 7 mL, as measured by the API Recommended Practice Standard 13B-2, Third Edition, February 1998.

8. The method of claim 1 , wherein the drilling fluid mixture has a high temperature high pressure fluid loss at 250° F. of 0 to about 1 mL, as measured by the API Recommended Practice Standard 13B-2, Third Edition, February 1998.

9. A method for making a drilling fluid mixture, comprising:

combining an oil-based drilling fluid and a reaction product of at least one ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride and a hydrocarbon resin to produce a a drilling fluid mixture, wherein the drilling fluid mixture is an emulsion, a suspension, or a dispersion, and wherein the hydrocarbon resin comprises a polymerized product of a reaction mixture comprising:

a first component comprising dicyclopentadiene;

a second component selected from the group consisting of:

a dimer of an aliphatic cyclic diene having five carbon atoms,

a dimer of an aliphatic non-cyclic diene having five carbon atoms,

a monoolefin, a diolefin, or a polyene, each having more than five carbon atoms and no aromatic rings,

a C 5 -olefin, and

a debutanized aromatic concentrate; and

a third component selected from the group consisting of: a fatty acid-containing material and a rosin acid-containing material.

10. The method of claim 9 , wherein the reaction mixture comprises greater than 35 wt % to about 85 wt % of the dicyclopentadiene, based on a combined weight of the first component, the second component, and the third component.

11. The method of claim 9 , wherein the reaction mixture comprises greater than 35 wt % to about 85 wt % of the dicyclopentadiene, about 1 wt % to about 35 wt % of the second component, and about 1 wt % to about 35 wt % of the third component, based on a combined weight of the first component, the second component, and the third component.

12. The method of claim 9 , wherein the at least one ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride comprises maleic acid or maleic anhydride.

13. The method of claim 9 , wherein the reaction mixture comprises greater than 35 wt % to about 85 wt % of the dicyclopentadiene, about 5 wt % to about 35 wt % of the second component, and about 10 wt % to about 35 wt % of the third component, based on a combined weight of the first component, the second component, and the third component.

14. The method of claim 9 , wherein:

the at least one ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride comprises maleic acid or maleic anhydride,

the reaction mixture comprises about 50 wt % to about 85 wt % of the dicyclopentadiene, about 5 wt % to about 35 wt % of the second component, and about 10 wt % to about 35 wt % of the third component, based on a combined weight of the first component, the second component, and the third component, and

the reaction product is produced by reacting a mixture comprising about 1 wt % to about 10 wt % of the ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride, based on a combined weight of the ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride and the hydrocarbon resin.

15. The method of claim 1 , wherein the oil-based drilling fluid comprises an oleaginous fluid, a non-oleaginous fluid, an emulsifier, and an additive, and wherein the drilling fluid mixture is an invert emulsion.

16. The method of claim 1 , wherein the oil-based drilling fluid comprises an oleaginous fluid, a non-oleaginous fluid, an emulsifier, and an additive, and wherein the drilling fluid mixture comprises about 0.05 wt % to about 9 wt % of the reaction product of the at least one ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride and the hydrocarbon resin, based on a combined weight of the oleaginous fluid, the non-oleaginous fluid, the emulsifier, and the additive.

17. The method of claim 16 , wherein:

the oleaginous fluid comprises a diesel oil, a mineral oil, a hydrogenated olefin, a non-hydrogenated olefin, or a mixture thereof,

the non-oleaginous fluid comprises water,

the emulsifier comprises a fatty acid, a soap of a fatty acid, an amidoamine, a polyamide, a polyamine, an oleate ester, an imidazoline, or a mixture thereof,

the additive comprises a viscosifier, a suspending agent, a weighting agent, an acid, a base, or a mixture thereof, and

the at least one ethylenically unsaturated lower aliphatic dicarboxylic acid or anhydride comprises maleic acid, methyltetrahydrophthalic acid, fumaric acid, glutaconic acid, citraconic acid, mesaconic acid, tetrahydrophthalic acid, methyltetrahydrophthalic acid, itaconic acid, glutaconic acid, maleic anhydride, tetrahydrophthalic anhydride, glutaconic anhydride, itaconic anhydride, citraconic anhydride, or methyltetrahydrophthalic anhydride.

Assignments (4)
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 Mar 20, 2018
From: GEORGIA-PACIFIC CHEMICALS LLC
To: INGEVITY SOUTH CAROLINA, LLC
Reel/Frame 045288/0868 →