CEMENTING COMPOSITIONS AND METHODS

• US 20170009122A1
• Filed: 02/21/2014
• Published: 01/12/2017
• Est. Priority Date: 02/21/2014
• Status: Active Grant

• Current Assignee: Halliburton Energy Services Incorporated (Halliburton Company)
• Original Assignee: Halliburton Energy Services Incorporated (Halliburton Company)
• Inventors: JONES, Paul Joseph, HUNDT, Greg Robert, FUNKHOUSER, Gary P.
• Granted Patent: US 11,359,128 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C04B 24/003 Phosphorus-containing compounds
• CPC Class Codes: C04B 24/045 Esters, e.g. lactones
• CPC Class Codes: C04B 24/121 Amines, polyamines
• CPC Class Codes: C04B 24/42 Organo-silicon compounds
• CPC Class Codes: C04B 26/14 Polyepoxides
• CPC Class Codes: C08K 5/17 Amines; Quaternary ammonium compounds
• CPC Class Codes: C08K 5/5333 Esters of phosphonic acids
• CPC Class Codes: C08K 5/5357 cyclic
• CPC Class Codes: C08K 5/5373 containing heterocyclic rings not representing cyclic esters of phosphonic acids
• CPC Class Codes: C09K 8/426 for plugging
• CPC Class Codes: C09K 8/44 containing organic binders only
• CPC Class Codes: E21B 33/138 Plastering the borehole wall; Injecting into the formation
• CPC Class Codes: E21B 33/14 for cementing casings into boreholes
• CPC Class Codes: E21B 41/0035 Apparatus or methods for multilateral well technology, e.g. for the completion of or workover on wells with one or more lateral branches

Abstract

Cementing compositions including a di- or poly epoxide resin, and amine hardener, and a di-or polyfunctional alkylphosphonate ester fortifier and methods of using the cementing compositions such as in a subterranean zone penetrated by a well bore.

Claims

1. A composition comprising:

(a) a di- or poly epoxide resin;

(b) an amine hardener that is not dimethyl ethylenediamine or ethylenediamine; and

(c) a di- or polyfunctional alkylphosphonate ester fortifier.

2. The composition according to claim 1, wherein

(a) the di- or poly epoxide resin is one or more compounds selected from the group consisting of an epichlorohydrin adduct of a bisphenol, an epichlorohydrin adduct of a novolac, an epichlorohydrin adduct of an alkyl diol, and an epichlorohydrin adduct of a cycloalkyl diol.

3. The composition according to claim 2, wherein

(a) the di- or poly epoxide resin is one or more compounds selected from the group consisting of a bisphenol A epoxy resin, a bisphenol F epoxy resin, an epoxy novolac resin, a diglycidyl ether of an aliphatic diol, a diglycidyl ether of a polyethylene glycol, a diglycidyl ether of a polypropylene glycol, a cyclohexanedimethanol diglycidyl ether, a butanediol diglycidyl ether, trimethylolpropane triglycidyl ether, a hexanediol diglycidyl ether, N,N-diglycidyl-4-glycidyloxyaniline, 4,4′

-methylenebis(N,N-diglycidylaniline), neopentyl glycol diglycidyl ether, resorcinol diglycidyl ether, tetraphenylolethane glycidyl ether, tris(2,3-epoxypropyl) isocyanurate, and tris(4-hydroxyphenyl)methane triglycidyl ether.

4. The composition according to claim 3, wherein

(a) the di- or poly epoxide resin is a bisphenol A diglycidyl ether resin and/or a cyclohexanedimethanol diglycidyl ether.

5. The composition according to claim 1, wherein

(b) the amine hardener is an alkyl or aromatic di- or polyamine.

6. The composition according to claim 5, wherein

(b) the amine hardener is one or more compounds selected from the group consisting of triethylenetetraamine, ethylenediamine, N-cocoalkyltrimethylenediamine, isophorone diamine, N-aminophenyl piperazine, imidazoline, 1,2-diaminocyclohexane, polyetheramine, polyethyleneimines, diethyltoluenediamine, 4,4′

-diaminodiphenylmethane, cyclohexanebis(methylamine), 1,5-diamino-2-methylpentane, diaminononane, melamine, dimethylpropanediamine, 2,2′

-(ethylenedioxy)bis(ethylamine), 4,4′

-methylenebis(2-chloroaniline), 4,4′

-methylenebis(cyclohexylamine), 4,4′

-methylenebis(2,6-diethylaniline), 4,4′

-methylenebis(2,6-dimethylaniline), dimethylthiotoluenediamine, 3,4′

-oxydianiline, and a polyoxypropylenediamine.

7. The composition according to claim 6, wherein

(b) the amine hardener is one or more compounds selected from the group consisting of diethyltoluenediamine, dimethylthiotoluenediamine, and polyoxypropylenediamine.

8. The composition according to claim 1, wherein the di- or polyfunctional alkylphosphonate ester fortifier is an ethyl or methyl ester.

9. The composition according to claim 8, wherein the di- or polyfunctional alkylphosphonate ester is one or more compounds selected from the group consisting of:

tetra(methyl or ethyl) 1,x-C3-C10bisphosphonate, wherein x=3-10;

hexa(methyl or ethyl) 1,2,3-propanetriyltrisphosphonate;

tetra(methyl or ethyl) 1,x-phenylenebis(methylene)diphosphonate, wherein x=2-4;

tetra(methyl or ethyl) 1,x-naphthalenediylbis(methylene)diphosphonate, wherein x=2-8;

tetra(methyl or ethyl) 2,x-pyridinediylbis(methylene)diphosphonate, wherein x=3-6;

tetra(methyl or ethyl) 2,5-furandiylbis(methylene)diphosphonate;

tetra(methyl or ethyl) 3-alkyl-2,5-furandiylbis (methylene) diphosphonate; and

tetra(methyl or ethyl) 3-alkyl-2,5-thiophenediylbis (methylene) diphosphonate.

10. The resin according to claim 1, wherein the di- or polyfunctional alkyl phosphonate ester is one or more compounds selected from the group consisting of:

11. The composition according to claim 1, where (a) the di- or poly epoxide resin is in an amount of from 20 wt. % to 90 wt. %, based on the total weight of the composition.

12. The composition according to claim 1, wherein (b) the amine hardener is in an amount of from 5 wt. % to 75 wt. %, based on the total weight of the epoxy resin.

13. The composition according to claim 1, wherein (c) the di- or poly-functional alkylphosphonate ester fortifier is in an amount of from 0.1 wt. % to 35 wt. %, based on the total weight of the composition.

14. The composition according to claim 1, further comprising:

(d) a density modifier or filler particles.

15. The composition according to claim 1, further comprising:

(e) a silane coupling agent, and (f) a diluent.

17. A system for cementing in a subterranean zone penetrated by a well bore comprising:

mixing equipment in which cement comprising a composition according to any one of claims 1-15 is mixed; and

pumping equipment by which the mixed cement is placed in the subterranean zone.

18. A method of cementing in a subterranean zone penetrated by a well bore comprising:

(a) providing a composition according to claim 1;

(b) placing the composition in the subterranean zone using pumping equipment; and

(c) allowing the composition to fully cure.

19. The method according to claim 18, wherein (c) the di- or polyfunctional alkylphosphonate ester fortifier does not substantially increase the viscosity of the composition during pumping but, after being fully cured, increases the Tg of composition relative to the Tg of an otherwise identical composition without (c) the di- or polyfunctional alkylphosphonate ester fortifier.

16. A composition comprising:

(a) 30 wt. % to 90 wt. %, based on the total weight of the composition, of a bisphenol A diglycidyl ether resin and/or a cyclohexanedimethanol diglycidyl ether;

(b) 1 wt. % to 50 wt. %, based on the total weight of component (a), of one or more amine hardeners selected from the group consisting of diethyltoluenediamine, dimethylthiotoluenediamine, and polyoxypropylenediamine;

(c) 0.1 wt. % to 35 wt. %, based on the total weight of the composition, of one or more di- or polyfunctional alkylphosphonate esters selected from the group consisting of;

tetra(methyl or ethyl) 1,x-C3-C10bisphosphonate, wherein x=3-10;

hexa(methyl or ethyl) 1,2,3-propanetriyltrisphosphonate;

tetra(methyl or ethyl) 1,x-phenylenebis(methylene)diphosphonate, wherein x=2-4;

tetra(methyl or ethyl) 1,x-naphthalenediylbis(methylene)diphosphonate, wherein x=2-8;

tetra(methyl or ethyl) 2,x-pyridinediylbis(methylene)diphosphonate, wherein x=3-6;

tetra(methyl or ethyl) 2,5-furandiylbis(methylene)diphosphonate;

tetra(methyl or ethyl) 3-alkyl-2,5-furandiylbis(methylene)diphosphonate; and

tetra(methyl or ethyl) 3-alkyl-2,5-thiophenediylbis(methylene)diphosphonate;

(d) optionally a density modifier or filler particles;

(e) optionally a silane coupling agent; and

(f) optionally a diluent.

20. A method of increasing the Tg of a cured cement, plug, or seal used in a subterranean zone penetrated by a well bore comprising:

(a) dissolving a di- or polyfunctional alkylphosphonate ester fortifier in a di- or poly epoxide resin;

(b) adding an amine hardener that is not dimethyl ethylenediamine or ethylenediamine to the di- or poly epoxide resin having the di- or polyfunctional alkylphosphonate ester fortifier dissolved therein to form an uncured composition;

(c) pumping the uncured composition into a subterranean zone penetrated by a well bore; and

(d) allowing the uncured composition to cure and form a cured cement, plug, or seal having a Tg higher than an otherwise identical cured cement, plug, or seal formed without addition of the di- or polyfunctional alkylphosphonate ester fortifier.