Method of application of sliding-ring polymers to enhance elastic properties in oil-well cement

Patent metadata

Field	Value
Publication number	US-11760915-B2
Application number	US-202217675429-A
Country	US
Kind code	B2
Filing date	Feb 18, 2022
Priority date	Oct 4, 2019
Publication date	Sep 19, 2023
Grant date	Sep 19, 2023

Abstract

This document relates to methods for improving the tensile and elastic properties of cement of an oil well using cement compositions that contain sliding-ring polymer additives. The cement compositions containing the sliding-ring polymer additives exhibit increased stiffness while having a minimum impact on compressive strength, as compared to the same cement without the sliding-ring polymer additive.

First claim

What is claimed is:

1. A method for preventing the formation of micro-cracks and fractures in the cement of an oil well, the method comprising providing to the oil well a cement composition comprising cement and a sliding-ring polymer additive, the sliding-ring polymer additive comprising at least two molecules of a polyrotaxane, wherein the polyrotaxane comprises:
a linear polymer;
at least one ring compound, wherein the linear polymer is threaded through the opening of the ring compound; and
stopper groups disposed at both end terminals of the linear polymer;
wherein at least one of the linear polymer and the ring compound is substituted with a hydrophobic or non-ionic group or combination thereof; and
the at least two molecules of polyrotaxane are cross-linked to each other through a chemical bond.

2. The method of claim 1 , wherein the linear polymer is selected from the group consisting of polyvinyl alcohol, polyvinylpyrrolidone, poly(meth)acrylic acid, a cellulose-based resin, polyacrylamide, polyethylene oxide, polyethylene glycol, polypropylene glycol, a polyvinyl acetal-based resin, polyvinyl methyl ether, polyamine, polyethyleneimine, casein, gelatin, starch, a polyolefin-based resin, a polyester resin, a polyvinyl chloride resin, a polystyrene-based resin, an acrylic resin, a polycarbonate resin, a polyurethane resin, a vinyl chloride-vinyl acetate copolymer resin, a polyvinylbutyral resin, polyisobutylene, polytetrahydrofuran, polyaniline, acrylonitrile-butadiene-styrene copolymer (ABS resin), a polyamide, a polyimide, a polydiene, a polysiloxane, a polysulfone, a polyimine, a polyacetic anhydride, a polyurea, a polysulfide, a polyphosphazene, a polyketone, a polyphenylene, a polyhaloolefin; and derivatives and copolymers thereof.

3. The method of claim 2 , wherein the linear polymer is selected from the group consisting of polypropylene glycol, polytetrahydrofuran, polydimethylsiloxane, polyethylene and polypropylene copolymer, and polyethylene glycol.

4. The method of claim 3 , wherein the linear polymer is polyethylene glycol.

5. The method of claim 1 , wherein the linear polymer has a molecular weight of about 2000 g/mol to about 50,000 g/mol, about 8000 g/mol to about 30,000 g/mol, about 15,000 g/mol to about 25,000 g/mol, or about 10,000 g/mol to about 50,000 g/mol.

6. The method of claim 1 , wherein the linear polymer has a molecular weight greater than about 10,000 g/mol, greater than about 20,000 g/mol, or greater than about 35,000 g/mol.

7. The method of claim 1 , wherein the ring compound comprises one or more of an —OH group, an —NH 2 group, a —COOH group, an epoxy group, a vinyl group, a thiol group, a photo-crosslinkable group, and combinations thereof.

8. The method of claim 7 , wherein the photo-crosslinkable group is selected from the group consisting of cinnamic acid, coumarin, chalcone, anthracene, styrylpyridine, styrylpyridinium salt, and styrylquinolium salt.

9. The method of claim 7 , wherein the ring compound is a cyclodextrin or cyclodextrin derivative.

10. The method of claim 9 , wherein the cyclodextrin is selected from the group consisting of α-cyclodextrin (α-CD), β-cyclodextrin (β-CD), and γ-cyclodextrin (γ-CD) and combinations thereof.

11. The method of claim 9 , wherein the ring compound is a cyclodextrin and a part or all of the hydroxyl groups (—OH) of the cyclodextrin is substituted with a hydrophobic group or non-ionic group or combination thereof.

12. The method of claim 11 , wherein substitution of the hydroxyl group with the hydrophobic group or non-ionic group or combination thereof is about 10% to about 100% of the total hydroxyl groups of the total cyclodextrin molecules.

13. The method of claim 9 , wherein at least one hydroxyl group of at least one cyclodextrin molecule in each of the at least two molecules of polyrotaxane is involved in cross-linking.

14. The method of claim 1 , wherein the ring compound has an inclusion amount ranging from 0.001 to 0.61 relative to 1 which is the maximum inclusion amount of the ring compound capable of being included by the linear polymer.

15. The method of claim 1 , wherein the stopper group is selected from the group consisting of a dinitrophenyl, a cyclodextrin, adamantane, trityl, a fluorescein, a pyrene, a substituted benzene, a polycyclic aromatic, and steroids.

16. The method of claim 15 , wherein the stopper group is adamantane or trityl.

17. The method of claim 1 , wherein the hydrophobic group is selected from the group consisting of alkyl group, benzyl group, benzene derivative-containing group, acyl group, silyl group, trityl group, tosyl group, a polymer, and groups bonded through a urethane bond, ester bond or ether bond.

18. The method of claim 17 , wherein the polymer is a polycaprolactone.

19. The method of claim 1 , wherein the non-ionic group is selected from the group consisting of:
an —OR group, wherein R is a linear or branched alkyl group having 1-12 carbons, a linear or branched alkyl group having 2-12 carbons and at least one ether group, a cycloalkyl group having 3-12 carbons, a cycloalkyl ether group having 2-12 carbons or a cycloalkyl thioether group having 2-12 carbons;
an —O—R′—X group, wherein R′ is a group resulting from removal of one hydrogen in a linear or branched alkyl group having 1-12 carbons, a group resulting from removal of one hydrogen in a linear or branched alkyl group having 2-12 carbons and at least one ether group, a group resulting from removal of one hydrogen in a cycloalkyl group having 3-12 carbons, a group resulting from removal of one hydrogen in a cycloalkyl ether group having 2-12 carbons or a group resulting from removal of one hydrogen in a cycloalkyl thioether group having 2-12 carbons, and X is —OH, —NH 2 or —SH;
an —O—CO—NH—R 1 group, wherein R 1 is a linear or branched alkyl group having 1-12 carbons, a linear or branched alkyl group having 2-12 carbons and at least one ether group, a cycloalkyl group having 3-12 carbons, a cycloalkyl ether group having 2-12 carbons or a cycloalkyl thioether group having 2-12 carbons;
an —O—CO—R 2 group, wherein R 2 is a linear or branched alky 1 group having 1-12 carbons, a linear or branched alkyl group having 2-12 carbons and at least one ether group, a cycloalkyl group having 3-12 carbons, a cycloalkyl ether group having 2-12 carbons or a cycloalkyl thioether group having 2-12 carbons;
an —O—Si—R 3 group, wherein R 3 is a linear or branched alkyl group having 1-12 carbons, a linear or branched alkyl group having 2-12 carbons and at least one ether group, a cycloalkyl group having 3-12 carbons, a cycloalkyl ether group having 2-12 carbons or a cycloalkyl thioether group having 2-12 carbons; and
an —O—CO—O—R 4 group, wherein R 4 is a linear or branched alkyl group having 1-12 carbons, a linear or branched alkyl group having 2-12 carbons and at least one ether group, a cycloalkyl group having 3-12 carbons, a cycloalkyl ether group having 2-12 carbons or a cycloalkyl thioether group having 2-12 carbons.

20. The method of claim 1 , wherein the at least two molecules of polyrotaxane are chemically bonded by a cross-linking agent.

21. The method of claim 20 , wherein the cross-linking agent is selected from the group consisting of cyanuric chloride, trimesoyl chloride, terephthaloyl chloride, epichlorohydrin, dibromobenzene, glutaraldehyde, phenylene diisocyanates, tolylene diisocyanates, divinylsulfone, 1,1′-carbonyldiimidazole, and alkoxysilanes.

22. The method of claim 1 , wherein the

Assignees

• Saudi Arabian Oil Co

Inventors

• Patel Hasmukh A
• Boul Peter
• Thaemlitz Carl

Classifications

• C09K8/467 Primary

  containing additives for specific purposes · CPC title

• C04B2103/0062

  Cross-linked polymers · CPC title

• C04B24/32

  Polyethers, e.g. alkylphenol polyglycolether · CPC title

• C04B24/40

  Compounds containing silicon, titanium or zirconium {or other organo-metallic compounds; Organo-clays; Organo-inorganic complexes} · CPC title

• C04B24/2623

  Polyvinylalcohols; Polyvinylacetates · CPC title