# US 10,767,100 B2 · Compatibilized resin-cement composite compositions

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- Number: US 10,767,100 B2
- Document ID: US10767100B2
- Status: Granted
- Kind: B2
- Application number: 15/506,209
- Filed: 2014-09-24
- Published: 2018-08-02
- Granted: 2020-09-08
- Earliest claimed: 2014-09-24
- Assignees: Halliburton Energy Services, Inc.
- Applicants: Halliburton Energy Services, Inc.
- Inventors: Chase Russell Gamwell; Samuel Lewis
- Web page: https://patentgrep.com/patent/US10767100B2

## CPC

- C09K 8/467: containing additives for specific purposes
- C04B 28/02: containing hydraulic cements other than calcium sulfates
- C08L 79/02: Polyamines
- E21B 33/13: Methods or devices for cementing, for plugging holes, crevices or the like
- C09K 2208/08: Fiber-containing well treatment fluids
- C09K 2208/24: Bacteria or enzyme containing gel breakers
- C09K 2208/26: Gel breakers other than bacteria or enzymes
- C09K 2208/32: Anticorrosion additives
- Y02W 30/91: Use of waste materials as fillers for mortars or concrete
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C04B: LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE {(roofing granules E04D7/005)}; CERAMICS (devitrified glass-ceramics C03C10/00); REFRACTORIES; TREATMENT OF NATURAL STONE
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- E21B: EARTH OR ROCK DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
- Y02W: CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT

## Abstract

Various embodiments disclosed relate to compatibilized resin-cement composite compositions and methods of using the same. In various embodiments, the present invention provides a method of treating a subterranean formation that includes placing in the subterranean formation a resin-cement composite composition. The resin-cement composite composition includes a resin, a cement, and a substituted or unsubstituted poly(alkylamine) compatibilizer.

## Claims

### Claim 1

A method of treating a subterranean formation, comprising:
placing a resin-cement composite composition into a subterranean formation, wherein the resin-cement composite composition comprises:
a resin;
a cement; and
a substituted or unsubstituted poly(alkylamine) compatibilizer having the following structure:
wherein:
at each occurrence, R1 is selected from the group consisting of —H and a substituted or unsubstituted (C1-C30)hydrocarbyl,
at each occurrence, R2 is a substituted or unsubstituted (C1-C30)hydrocarbylene,
at each occurrence, R3 is selected from the group consisting of —H, a substituted or unsubstituted (C1-C30)hydrocarbyl, and a substituted or unsubstituted (C1-C30)hydrocarbylene terminated with —NR12, and
m1 is 3 to about 50,000.

### Claim 2 (depends on 1)

The method of claim 1, further comprising curing the resin-cement composite, to provide a cured product of the resin-cement composite, wherein the cured product has a tensile strength of about 200 psi to about 800 psi and a compressive strength of about 1,000 psi to about 3,000 psi.

### Claim 3 (depends on 1)

The method of claim 1, wherein the poly(alkylamine) compatibilizer comprises about 1 wt % to about 15 wt % of the resin-cement composite composition.

### Claim 4 (depends on 1)

The method of claim 1, wherein at each occurrence, R1 is selected from the group consisting of —H and a (C1-C30)alkyl, and wherein at each occurrence, R2 is (C1-C5)alkylene.

### Claim 5 (depends on 4)

The method of claim 4, wherein at each occurrence, R3 is selected from the group consisting of —H, a (C1-C30)alkyl, and —(CH2)2—NR12.

### Claim 6 (depends on 1)

The method of claim 1, wherein the poly(alkkylamine) compatibilizer is hydrophobically- or hydrophilically-modified polyethyleneimine.

### Claim 7 (depends on 1)

The method of claim 1, wherein about 20 wt % to about 80 wt % of the resin-cement composite composition is the resin.

### Claim 8 (depends on 1)

The method of claim 1, wherein the resin comprises at least one of an epoxy-amine and an epoxy-anhydride resin.

### Claim 9 (depends on 1)

The method of claim 1, wherein the resin comprises an epoxide component, wherein the epoxide component is a diepoxide-substituted phenyl(C1-C10)hydrocarbylphenyl, and wherein the phenyl and (C1-C10)hydrocarbyl are each independently substituted or unsubstituted.

### Claim 10 (depends on 1)

The method of claim 1, wherein the resin comprises an epoxide component, wherein the resin comprises at least one epoxide component that is an epoxide-substituted (C1-C10)hydrocarbyl, and wherein the (C1-C10)hydrocarbyl can be independently substituted or unsubstituted.

### Claim 11 (depends on 1)

The method of claim 1, wherein the resin comprises an epoxide component, wherein the resin comprises at least one epoxide component that is a polyepoxide-substituted (C5-C20)cycloalkyl compound, and wherein the (C5-C20)cycloalkyl is substituted or unsubstituted.

### Claim 12 (depends on 1)

The method of claim 1, wherein the resin comprises an epoxide component, wherein the epoxide component comprises diglycidyl ether of bisphenol A, butyl glycidyl ether, cyclohexanedimethanol diglycidyl ether, or any combination thereof.

### Claim 13 (depends on 1)

The method of claim 1, wherein the resin comprises an amine component, wherein the amine component comprises a bis(amino(C0-C5)hydrocarbyl)(C6-C20)aryl compound, and wherein the (C6-C20)aryl, (C0-C5)hydrocarbyl, and each amine is independently substituted or unsubstituted.

### Claim 14 (depends on 1)

The method of claim 1, wherein the resin comprises an amine component, wherein the resin comprises at least one amine component that is a polyamine-substituted poly((C2-C5)hydrocarbyloxy), and wherein each (C2-C5)hydrocarbyloxy and each amine are independently substituted or unsubstituted.

### Claim 15 (depends on 1)

The method of claim 1, wherein the resin comprises an amine component, wherein the amine component comprises a tris(amino(C1-C3)hydrocarbyl)benzene, and wherein the (C1-C3)hydrocarbyl, the benzene, and each amine is independently substituted or unsubstituted.

### Claim 16 (depends on 1)

The method of claim 1, wherein the resin comprises an amine component, and wherein the amine component comprises diethyltoluenediamine, polyoxypropylene diamine, 2,4,6-tris(dimethylaminomethyl)phenol, or any combination thereof.

### Claim 17 (depends on 1)

A system for performing the method of claim 1, the system comprising:
a tubular disposed in the subterranean formation; and
a pump configured to pump the resin-cement composite composition in the subterranean formation through the tubular.