Reversibly coagulatable and redispersable polymer including at least one monomer including a switchable-amphiphilic functional group and methods of using the same

Patent metadata

Field	Value
Publication number	US-9593276-B2
Application number	US-201213725376-A
Country	US
Kind code	B2
Filing date	Dec 21, 2012
Priority date	Dec 21, 2012
Publication date	Mar 14, 2017
Grant date	Mar 14, 2017

Abstract

The present invention relates to a polymer including at least one monomer comprising a switchable-amphiphilic functional group. Various embodiments provide a methods of treating a subterranean formation with the polymer, compositions including the polymer, and methods of making compositions including the polymer.

First claim

What is claimed is:

1. A method of treating a subterranean formation comprising:
bubbling a gas comprising CO 2 through a combined polymer and liquid comprising water, the liquid comprising water comprising an aqueous fluid comprising, a drilling fluid, stimulation fluid, fracking fluid, spotting fluid, clean-up fluid, production fluid, completion fluid, remedial treatment fluid, abandonment fluid, pill, acidizing fluid, a cementing fluid, or a combination thereof, and the polymer comprising at least one monomer comprising a switchable-amphiphilic functional group, the switchable-amphiphilic functional group comprising an amidine group, wherein the monomer comprising the switchable-amphiphilic functional group has the structure:

wherein
linking group L 2 independently at each occurrence is (C 5 -C 20 )alkylene,
A is the switchable-amphiphilic functional group, having the structure:

X − is a counterion,
R 1 , R 2 , and R 3 are independently at each occurrence (C 1 -C 5 )alkyl, and
bubbling the gas comprising CO 2 through the combined polymer and liquid ionizes the amidine group and forms a latex comprising the liquid and solid particles comprising the polymer; and

placing the latex in the subterranean formation;
wherein a degree of ionization of the polymer at a first location in the subterranean formation is different than a degree of ionization of the polymer at a second location in the subterranean formation.

2. The method of claim 1 , further comprising increasing an aqueous emulsion of the polymer by ionizing a greater number of the switchable-amphiphilic functional groups.

3. The method of claim 2 , wherein increasing the aqueous emulsion comprises bubbling a gas comprising CO 2 through the liquid comprising water.

4. The method of claim 1 , further comprising decreasing an aqueous emulsion of the polymer by neutralizing the switchable-amphiphilic functional group.

5. The method of claim 4 , wherein lessening the aqueous emulsion comprises at least one of bubbling a gas comprising at least one of a noble gas and N 2 through the aqueous emulsion and applying sufficient heat to the aqueous emulsion.

6. The method of claim 2 , wherein the increasing of the emulsion is performed prior to the placing the polymer in the subterranean formation.

7. The method of claim 4 , wherein the lessening of the emulsion is performed prior to the placing the polymer in the subterranean formation.

8. The method of claim 1 , wherein after the bubbling of the gas comprising CO 2 , the switchable-amphiphilic functional groups in the polymer are predominantly in an ionized form.

9. The method of claim 1 , wherein the drilling fluid, stimulation fluid, fracking fluid, spotting fluid, clean-up fluid, production fluid, completion fluid, remedial treatment fluid, abandomnent fluid, pill, acidizing fluid, and a cementing fluid is a pill, water-based drilling fluid, an aqueous mixture comprising at least one of cement and cement kiln dust, or a combination thereof.

10. The method of claim 1 , wherein the monomer comprising the switchable-amphiphilic functional group is

or a salt thereof.

11. The method of claim 1 , wherein the polymer is a copolymer comprising at least two different monomers, wherein in addition to the monomer comprising the switchable-amphi phi lie functional group the polymer further comprises monomer M 2 , wherein M 2 is derived from a compound comprising a vinyl functional group.

12. The method of claim 1 , wherein the polymer is a random copolymer having the following structure

wherein the copolymer comprises n units of M 1 and m units of M 2 ;
wherein monomers M 1 and M 2 have a random arrangement within the polymer;
wherein monomers M 1 and M 2 independently at each occurrence have the orientation shown or the opposite orientation;
wherein L 1 is —C(O)—NH—;
wherein E independently at each occurrence is selected from the group consisting of hydrogen, F, Cl, Br, I, (C 1 -C 10 )alkoxy, and (C 1 -C 10 )alkyl;
wherein D independently at each occurrence is selected from the group consisting of Q, (C 1 -C 10 )alkyl, (C 2 -C 10 )alkenyl, (C 2 -C 10 )alkynyl, (C 1 -C 10 )haloalkyl, (C 1 -C 10 )alkoxy, (C 1 -C 10 )haloalkoxy, (C 4 -C 10 )cycloalkyl(C 0 -C 10 )alkyl, (C 1 -C 10 )heterocyclyl(C 0 -C 10 )alkyl, (C 6 -C 10 )aryl(C 0 -C 10 )alkyl, and (C 1 -C 10 )heteroaryl(C 0 -C 10 )alkyl; wherein each alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, haloalkoxy, cycloalkyl, aryl, heterocyclyl, and heteroaryl is independently unsubstituted or further substituted with at least one J″;
wherein Q independently at each occurrence is selected from the group consisting of F, Cl, Br, I, OR″, CF 3 , OCF 3 , R″, CN, C(O), S(O), N(R″) 2 , SR″, S(O)R″, SO 2 R″, SO 2 N(R″) 2 , SO 3 R″, C(O)R″, C(O)C(O)R″, C(O)CH 2 C(O)R″, C(S)R″, C(O)OR″, OC(O)R″, OC(O)OR″, C(O)N(R″) 2 , OC(O)N(R″) 2 , C(S)N(R″) 2 , (CH 2 ) 0-2 NHC(O)R″, N(R″)N(R″)C(O)R″, N(R″)N(R″)C(O)OR″, N(R″)N(R″)C(O)N(R″) 2 , N(R″)SO 2 R″, N(R″)SO 2 N(R″) 2 , N(R″)C(O)OR″, N(R″)C(O)R″, N(R″)C(S)R″, N(R″)C(O)N(R″) 2 , N(R″)C(S)N(R″) 2 , N(C(O)R″)C(O)R″, N(OR″)R″, C(═NH)N(R″) 2 , and C(O)N(OR″)R″;
wherein J″ independently at each occurrence is selected from the group consisting of F, Cl, Br, I, OR″, CN, CF 3 , OCF 3 , R″, O, S, C(O), S(O), methylenedioxy, ethylenedioxy, N(R″) 2 , SR″, S(O)R″, SO 2 R″, SO 2 N(R″) 2 , SO 3 R″, C(O)R″, C(O)C(O)R″, C(O)CH 2 C(O)R″, C(S)R″, C(O)OR″, OC(O)R″, OC(O)OR″, C(O)N(R″) 2 , OC(O)N(R″) 2 , C(S)N(R″) 2 , (CH 2 ) 0-2 NHC(O)R″, N(R″)N(R″)C(O)R″, N(R″)N(R″)C(O)OR″, N(R″)N(R″)C(O)N(R″) 2 , N(R″)SO 2 R″, N(R″)SO 2 N(R″) 2 , N(R″)C(O)OR″, N(R″)C(O)R″, N(R″)C(S)R″, N(R″)C(O)N(R″) 2 , N(R″)C(S)N(R″) 2 , N(C(O)R″)C(O)R″, N(OR″)R″, C(═NH)N(R″) 2 , C(O)N(OR″)R″, and C(═NOR″)R″; and
wherein R″ is independently at each occurrence is selected from the group consisting of hydrogen, (C 1 -C 10 )alkyl, (C 4 -C 10 )cycloalkyl, (C 4 -C 10 )cycloalkyl(C 1 -C 10 )alkyl, (C 6 -C 10 )aryl, (C 1 -C 10 )aralkyl, (C 1 -C 10 )heterocyclyl, (C 1 -C 10 )heterocyclyl(C 1 -C 10 )alkyl, (C 1 -C 10 )heteroaryl, and (C 1 -C 10 )heteroaryl(C 1 -C 10 )alkyl, wherein each alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heterocyclyl, heterocyclylalkyl, heteroaryl, and heteroarylalkyl is independently unsubstituted or substituted with 1-3 J″.

13. The method of claim 1 , wherein the polymer has the following structure:

wherein the copolymer comprises n units M 1 , and m units of M 2 , and L 1 is —C(O)—NH—.

14. The method of claim 1 , wherein the mole percent of the monomer comprising the switchable-amphiphilic functional group is about 0.001%-20%.

15. The method of claim 1 , wherein the polymer comprises polymer particles having an average diameter of about 10 nm-1000 nm.

16. The method of claim 1 , wherein the polymer has a degree of polymerization of about 10 to 10,000,000.

17. The method of claim 1 , wherein the drilling fluid, stimulation fluid, fracking flui

Assignees

• Halliburton Energy Services Inc

Inventors

• Livanec Philip Wayne

Classifications

• C09K8/00 Primary

  Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations · CPC title

• C09K8/035 Primary

  Organic additives · CPC title