IP Library Granted Patent US 8,899,328
Granted Patent B2
US 8,899,328 · App. 12/784,479 · Granted Dec 2, 2014

Resin sealant for zonal isolation and methods for making and using same

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Quick Facts
Patent No.
US 8,899,328
App. No.
12/784,479
Granted
Dec 2, 2014
Kind
B2
Abstract

Epoxy-based zonal isolation compositions are capable of being adjusted by varying the epoxy-based compositions for isolating zones in borehole of oil and gas wells under high-temperature, mid-temperature and low-temperature conditions.

Claims (33)

1. A method for zone isolation comprising:

varying a composition of an epoxy-based composition depending on a borehole temperature to form a temperature specific epoxy-based composition, where the epoxy-based composition comprises an epoxy resin or a plurality of epoxy resins and a temperature specific curing system, where the temperature specific curing system comprises: (a) a high temperature curing system including an alkoxylated polyamine or mixture of alkoxylated polyamines for high borehole temperatures having a value between about 150° F. to about 300° F. to form a high temperature epoxy-based composition, (b) a mid temperature curing system including imidazoline or a mixture of imidazolines for moderate borehole temperatures having a value between about 90° F. and about 150° F. to form a mid-temperature epoxy-based composition, and (c) a low temperature curing system including pyrrole, pyridine, piperidine or mixtures thereof for low temperature borehole temperatures having a value between about 50° F. and about 90° F. to form a low temperature epoxy-based composition,

pumping the temperature specific epoxy-based composition in an annulus between a borehole and a tubing string, and

allowing the composition to cure to form a zonal isolation structure,

where the zonal isolation structure is compressible.

2. The method of claim 1 , further comprising

prior to pumping, isolating a section of the annulus between the borehole and the tubing string so that the zonal isolation structure is located along a length of the tubing string.

3. The method of claim 1 , further comprising:

during or after curing, expanding a section of the tubing string, where the compressibility of the cured zonal isolation structure is sufficient to allow expansion of the tubing section without substantial loss in seal integrity or zonal isolation.

4. The method of claim 1 , wherein the zonal isolation structure is located at a distal end of the borehole.

5. The method of claim 1 , wherein the zonal isolation structure has sufficient compressibility and resilience properties to permit compression of the composition without substantial loss in seal integrity or zonal isolation.

6. The method of claim 1 , wherein the epoxy-based composition further comprises a diluents selected from the group consisting of aromatic solvents, heterocyclic aromatic solvents and mixtures and combinations thereof.

7. The method of claim 1 , wherein the epoxy resin or epoxy resins are selected from the group consisting of: a) glycidyl ethers epoxy resin prepared by the reaction of epichlorohydrin with a compound containing a hydroxyl group carried out under alkaline reaction conditions; (b) epoxy resins prepared by the reaction of epichlorohydrin with mononuclear di- and tri-hydroxy phenolic compounds; (c) epoxidized derivatives of natural oils with mixed long-chain saturated and unsaturated acids having between about 14 and 20 carbon atoms; (d) polyepoxides derived from esters ofpolycarboxylic acids with unsaturated alcohols; (e) polyepoxides derived from esters prepared from unsaturated alcohols and unsaturated carboxylic acids; (f) epoxidized butadiene based polymers; (g) epoxidized derivatives of dimers of dienes, and (h) mixtures or combinations thereof.

8. The method of claim 7 , wherein the epoxy resins have a molecular weight between about 50 and about 10,000.

9. The method of claim 1 , wherein the high temperature epoxy-based composition comprises from about 60 wt. % to about 85 wt. % of a glycidyl ethers epoxy resin or mixture of glycidyl ethers epoxy resins, from about 1 wt. % to about 15 wt. % of the high temperature curing system comprises an ethoxylatedN-tallow-1,3-diaminopropane curing agent, and from about 39 wt. % to about 0 wt. % of a mixture of alkyl pyridine diluents or solvents, where the diluents or solvents are used to reduce the viscosity of the high temperature composition.

10. The method of claim 9 , wherein the glycidyl ethers epoxy resins are prepared by the reaction of epichlorohydrin with a compound containing a hydroxyl group carried out under alkaline reaction conditions.

11. The method of claim 1 , wherein the moderate temperature epoxy-based composition comprises from about 70 wt. % to about 50 wt. % of a glycidyl ethers epoxy resins or a mixture of glycidyl ethers epoxy resins and from about 30 wt. % to about 50 wt. % of the mid temperature curing system.

12. The method of claim 11 , wherein the glycidyl ethers epoxy resins are prepared by the reaction of epichlorohydrin with a compound containing a hydroxyl group carried out under alkaline reaction conditions and the curing agent is imidazoline or a mixture of imidazolines.

13. The method of claim 1 , wherein the low temperature epoxy-based composition comprises from about 75 wt. % to about 99 wt. % of a glycidyl ethers epoxy resin or a mixture of glycidyl ethers epoxy resins and from about 25 wt. % to about 1 wt. % of the low temperature curing system.

14. The method of claim 13 , wherein the glycidyl ethers epoxy resins are prepared by the reaction of epichlorohydrin with a compound containing a hydroxyl group carried out under alkaline reaction conditions.

15. A method for zone isolation comprising:

varying a composition of an epoxy-based composition depending on a borehole temperature to form a temperature specific epoxy-based composition, where the epoxy-based composition comprises an epoxy resin or a plurality of epoxy resins and a temperature specific curing system, where the temperature specific curing system comprises: (a) a high temperature curing system including an alkoxylated polyamine or mixture of alkoxylated polyamines for high borehole temperatures having a value between about 150° F. to about 300° F. to form a high temperature epoxy-based composition, (b) a mid temperature curing system including imidazoline or a mixture of imidazolines for moderate borehole temperatures having a value between about 90° F. and about 150° F. to form amid-temperature epoxy-based composition, and (c) a low temperature curing system including pyrrole, pyridine, piperidine or mixtures thereof for low temperature borehole temperatures having a value between about 50° F. and about 90° F. to form a low temperature epoxy-based composition,

isolating a section of an annulus between the borehole and the tubing string,

pumping the temperature specific epoxy-based composition into the isolated section of the annulus,

allowing the composition to cure to form a zonal isolation structure, and

during or after curing, expanding a section of the tubing string, where the compressibility of the cured zonal isolation structure is sufficient to allow expansion of the tubing section without substantial loss in seal integrity or zonal isolation,

where the zonal isolation structure is compressible and has sufficient compressibility and resilience properties to permit compression of the composition without substantial loss in seal integrity or zonal isolation.

16. The method of claim 15 , wherein the epoxy-based composition further comprises a diluents selected from the group consisting of aromatic solvents, heterocyclic aromatic solvents and mixtures or combinations thereof.

17. The method of claim 15 , wherein:

the high temperature epoxy-based composition comprises from about 60 wt. % to about 85 wt. % of a glycidyl ethers epoxy resin or mixture of glycidyl ethers epoxy resins, from about 1 wt. % to about 15 wt. % of the high temperature curing system comprises an ethoxylated N-tallow-1,3-diaminopropane curing agent, and from about 39 wt. % to about 0 wt. % of a mixture of alkyl pyridine diluents or solvents, where the diluents or solvents are used to reduce the viscosity of the high temperature composition;

the moderate temperature epoxy-based composition comprises from about 70 wt. % to about 50 wt. % of a glycidyl ethers epoxy resins or a mixture of glycidyl ethers epoxy resins and from about 30 wt. % to about 50 wt. % of the mid temperature curing system; and

wherein the low temperature epoxy-based composition comprises from about 75 wt. % to about 99 wt. % of a glycidyl ethers epoxy resin or a mixture of glycidyl ethers epoxy resins and from about 25 wt. % to about 1 wt. % of the low temperature curing system.

18. The method of claim 17 , wherein the epoxy resin or epoxy resins are selected from the group consisting of: a) glycidyl ethers epoxy resin prepared by the reaction of epichlorohydrin with a compound containing a hydroxyl group carried out under alkaline reaction conditions; (b) epoxy resins prepared by the reaction of epichlorohydrin with mononuclear di- and tri-hydroxy phenolic compounds; (c) epoxidized derivatives of natural oils with mixed long-chain saturated and unsaturated acids having between about 14 and 20 carbon atoms; (d) polyepoxides derived from esters of polycarboxylic acids with unsaturated alcohols; (e) polyepoxides derived from esters prepared from unsaturated alcohols and unsaturated carboxylic acids; (f) epoxidized butadiene based polymers; (g) epoxidized derivatives of dimers of dienes, and (h) mixtures or combinations thereof and have molecular weights ranging between about 50 and about 10,000.

Assignments (10)
PATENT SECURITY INTEREST ASSIGNMENT AGREEMENT Recorded Apr 26, 2023
From: DEUTSCHE BANK TRUST COMPANY AMERICAS
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 063470/0629 →
RELEASE OF SECURITY INTEREST Recorded Oct 1, 2021
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: WEATHERFORD TECHNOLOGY HOLDINGS, LLC; WEATHERFORD NETHERLANDS B.V.; WEATHERFORD NORGE AS; HIGH PRESSURE INTEGRITY, INC.; PRECISION ENERGY SERVICES, INC.; WEATHERFORD CANADA LTD; WEATHERFORD SWITZERLAND TRADING AND DEVELOPMENT GMBH; PRECISION ENERGY SERVICES ULC; WEATHERFORD U.K. LIMITED
Reel/Frame 057683/0423 →
SECURITY INTEREST Recorded Oct 1, 2021
From: WEATHERFORD TECHNOLOGY HOLDINGS, LLC; WEATHERFORD NETHERLANDS B.V.; WEATHERFORD NORGE AS; HIGH PRESSURE INTEGRITY, INC.; PRECISION ENERGY SERVICES, INC.; WEATHERFORD CANADA LTD.; WEATHERFORD SWITZERLAND TRADING AND DEVELOPMENT GMBH; WEATHERFORD U.K. LIMITED
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 057683/0706 →
RELEASE OF SECURITY INTEREST Recorded Aug 28, 2020
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: WEATHERFORD TECHNOLOGY HOLDINGS, LLC; WEATHERFORD NETHERLANDS B.V.; WEATHERFORD NORGE AS; HIGH PRESSURE INTEGRITY, INC.; PRECISION ENERGY SERVICES, INC.; WEATHERFORD CANADA LTD.; WEATHERFORD SWITZERLAND TRADING AND DEVELOPMENT GMBH; PRECISION ENERGY SERVICES ULC; WEATHERFORD U.K. LIMITED
Reel/Frame 053838/0323 →
SECURITY INTEREST Recorded Aug 28, 2020
From: WEATHERFORD TECHNOLOGY HOLDINGS, LLC; WEATHERFORD NETHERLANDS B.V.; WEATHERFORD NORGE AS; HIGH PRESSURE INTEGRITY, INC.; PRECISION ENERGY SERVICES, INC.; WEATHERFORD CANADA LTD.; WEATHERFORD SWITZERLAND TRADING AND DEVELOPMENT GMBH; PRECISION ENERGY SERVICES ULC; WEATHERFORD U.K. LIMITED
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 054288/0302 →
SECURITY INTEREST Recorded Dec 26, 2019
From: WEATHERFORD TECHNOLOGY HOLDINGS, LLC; WEATHERFORD NETHERLANDS B.V.; WEATHERFORD NORGE AS; HIGH PRESSURE INTEGRITY, INC.; PRECISION ENERGY SERVICES, INC.; WEATHERFORD CANADA LTD.; WEATHERFORD SWITZERLAND TRADING AND DEVELOPMENT GMBH; PRECISION ENERGY SERVICES ULC; WEATHERFORD U.K. LIMITED
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS ADMINISTRATIVE AGENT
Reel/Frame 051419/0140 →
SECURITY INTEREST Recorded Dec 18, 2019
From: WEATHERFORD TECHNOLOGY HOLDINGS LLC; WEATHERFORD NETHERLANDS B.V.; WEATHERFORD NORGE AS; HIGH PRESSURE INTEGRITY INC.; PRECISION ENERGY SERVICES INC.; WEATHERFORD CANADA LTD.; WEATHERFORD SWITZERLAND TRADING AND DEVELOPMENT GMBH; PRECISION ENERGY SERVICES ULC; WEATHERFORD U.K. LIMITED
To: WELLS FARGO BANK NATIONAL ASSOCIATION AS AGENT
Reel/Frame 051891/0089 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 14, 2015
From: LUBRIZOL OILFIELD SOLUTION, INC.
To: WEATHERFORD TECHNOLOGY HOLDINGS, LLC
Reel/Frame 037281/0505 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 9, 2015
From: CLEARWATER INTERNATIONAL, L.L.C.
To: LUBRIZOL OILFIELD SOLUTIONS, INC.
Reel/Frame 036822/0379 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 8, 2011
From: ZAMORA, FRANK; KAKADJIAN, SARKIS R.; GARZA, TINA
To: CLEARWATER INTERNATIONAL, LLC
Reel/Frame 026411/0850 →