Cycloalkene and transition metal compound catalyst resin for well sealing

Patent metadata

Field	Value
Publication number	US-11414587-B2
Application number	US-202017117645-A
Country	US
Kind code	B2
Filing date	Dec 10, 2020
Priority date	May 22, 2020
Publication date	Aug 16, 2022
Grant date	Aug 16, 2022

Abstract

A method may include introducing into a wellbore a resin-based sealant composition comprising: a resin comprising a cycloalkene; and a transition metal compound catalyst; and allowing the resin-based sealant composition to harden in the wellbore.

First claim

What is claimed is:

1. A method comprising:
introducing into a wellbore a resin-based sealant composition comprising:
a resin comprising a cycloalkene; and
a transition metal compound catalyst;

wherein the transition metal compound catalyst comprises a catalyst having a structure selected from the group consisting of:

where M is ruthenium or osmium, R and R1 are independently selected from hydrogen, C2-C20 alkenyl, C2-C20 alkynyl, C2-C20 alkyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl or C1-C20 alkyl sulfinyl, X and X1 are each an anionic ligand, L and L1 are each a neutral electron donor, and NHC is an N-heterocyclic carbene ligand; and
allowing the resin-based sealant composition to harden in the wellbore.

2. The method of claim 1 , wherein the cycloalkene is selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, cyclobutadiene, cyclobutadiene derivatives, cyclohexadiene, terpinene, norbornadiene, isomers thereof, and combinations thereof.

3. The method of claim 1 , wherein R and R1 are each substituted with a C1-C5 alkyl group, a halogen, a C1-C5 alkoxy group or a phenyl group, wherein the phenyl group is further unsubstituted or substituted with a C1-C5 alkyl group, a halogen, or a C1-C5 alkoxy group.

4. The method of claim 1 , wherein the resin and the transition metal compound catalyst are present in a mass ratio of about 50:1 to about 10000:1 of the resin to the transition metal compound catalyst.

5. The method of claim 1 , wherein the cycloalkene is present in an amount of about 50 wt. % to about 99.5 wt. % of the resin-based sealant composition.

6. The method of claim 1 , wherein the transition metal compound catalyst is present in an amount of about 0.001 wt. % to about 2 wt. % of the resin-based sealant composition.

7. The method of claim 1 , further comprising placing the resin-based sealant composition in the wellbore as a balanced plug to treat sustained casing pressure.

8. The method of claim 4 , wherein the transition metal compound catalyst comprises a ruthenium carbene compound.

9. The method of claim 1 , wherein the wellbore is at a temperature of 38° C. or less.

10. The method of claim 1 , wherein the cycloalkene is a cycloalkene blend comprising 90% dicyclopentadiene and 30% tricyclopentadiene, and wherein the transition metal compound catalyst comprises a ruthenium carbene compound.

11. A method comprising:
introducing a resin-based sealant composition into a wellbore comprising a defect, wherein the resin-based sealant composition comprises:
a resin comprising a cycloalkene; and
a transition metal compound catalyst;

wherein the transition metal compound catalyst comprises a catalyst having a structure selected from the group consisting of:

where M is ruthenium or osmium, R and R1 are independently selected from hydrogen, C2-C20 alkenyl, C2-C20 alkynyl, C2-C20 alkyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl or C1-C20 alkyl sulfinyl, X and X1 are each an anionic ligand, L and L1 are each a neutral electron donor, and NHC is an N-heterocyclic carbene ligand; and
allowing the resin-based sealant composition to harden in the wellbore.

12. The method of claim 11 , wherein the step of introducing comprises pumping the resin-based sealant composition followed by a displacement fluid.

13. The method of claim 11 , wherein the cycloalkene is selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, cyclobutadiene, cyclobutadiene derivatives, cyclohexadiene, terpinene, norbornadiene, isomers thereof, and combinations thereof.

14. The method of claim 11 , wherein the cycloalkene is a cycloalkene blend comprising 90% dicyclopentadiene and 30% tricyclopentadiene, and wherein the transition metal compound catalyst comprises a ruthenium carbene compound.

15. A method comprising:
introducing into a wellbore a cement composition comprising:
a resin-based sealant composition comprising:
a resin comprising a cycloalkene; and
a transition metal compound catalyst;
a cement; and
water; and

allowing the cement composition to set in the wellbore.

16. The method of claim 15 , wherein the cycloalkene is a cycloalkadiene selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, cyclobutadiene, cyclobutadiene derivatives, cyclohexadiene, terpinene, norbornadiene, isomers thereof, and combinations thereof.

17. The method of claim 15 , wherein the resin and the transition metal compound catalyst are present in a mass ratio of about 50:1 to about 10000:1 of the resin to the transition metal compound catalyst.

18. The method of claim 15 , wherein the transition metal compound catalyst comprises a catalyst having a structure selected from the group of:

where M is ruthenium or osmium, R and R1 are independently selected from hydrogen, C2-C20 alkenyl, C2-C20 alkynyl, C2-C20 alkyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl or C1-C20 alkyl sulfinyl, X and X1 are each an anionic ligand, L and L1 are each a neutral electron donor, and NHC is an N-heterocyclic carbene ligand.

Assignees

• Halliburton Energy Services Inc

Inventors

• Jones Paul Joseph
• Lewis Samuel Jason
• Tcibulskii Mikhail

Classifications

• C09K8/44 Primary

  containing organic binders only · CPC title

• E21B33/138

  Plastering the borehole wall; Injecting into the formation · CPC title

• C04B26/045

  Polyalkenes · CPC title

• C09K8/426

  for plugging · CPC title

• C04B28/02

  containing hydraulic cements other than calcium sulfates · CPC title