Use of multiple charged cationic compounds derived from polyamines for clay stabilization in oil and gas operations

Patent metadata

Field	Value
Publication number	US-11084974-B2
Application number	US-201916554805-A
Country	US
Kind code	B2
Filing date	Aug 29, 2019
Priority date	Aug 29, 2018
Publication date	Aug 10, 2021
Grant date	Aug 10, 2021

Abstract

Methods of using specific multiple charged cationic compounds, which are derived from polyamines through an aza-Michael addition with an α, β-unsaturated carbonyl compound, in a clay treatment composition to reduces clay swelling, clay migration, and sludge formation in a subterranean formation in oil and gas operations are provided. The disclosed methods or compositions are found to be more effective than those methods or compositions including commonly used for reducing clay swelling, clay migration, and sludge formation.

First claim

What is claimed is:

1. A method of stabilizing swellable clays and/or reducing formation of sludge in a subterranean formation comprising:
providing a clay treatment composition into a subterranean formation,
wherein the clay treatment composition comprises a compound or its salt derived from an aza-Michael Addition Reaction between a polyamine and an α, β-unsaturated carbonyl compound according to the following formula

and
one or more clay treatment composition agents,
wherein:
X is NH or O;
R 2 is H, CH 3 , or an unsubstituted, linear or branched C 2 -C 10 alkyl, alkenyl, or alkynyl group;
R 3 is absent or an unsubstituted, linear C 1 -C 30 alkylene group;
Y is —NR 4 R 5 R 6(+) or a salt thereof,
wherein (A) R 4 , R 5 , and R 6 are independently CH 3 ; (B) R 4 and R 5 are independently CH 3 , and R 6 is a C 2 -C 12 aromatic alkyl; or (C) R 4 and R 5 are independently CH 3 , and R 6 is —CH 2 —C 6 H 6 ,
wherein the compound is a multiple charged cationic compound having 2 or more positive charges; and
wherein the clay treatment composition stabilizes swellable clays and/or reduces formation of sludge.

2. The method according to claim 1 , wherein the polyamine is a linear, branched, or dendrimer polyamine with a general formula of NH 2 —[R 10′ ] n —NH 2 , (RNH) n —RNH 2 , H 2 N—(RNH) n —RNH 2 , or H 2 N—(RN(R′)) n —RNH 2 , wherein R 10′ is a linear or branched, unsubstituted or substituted C 2 -C 10 alkylene group, or combination thereof; R is —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —CH(CH 3 )CH 2 —, a linear or branched, unsubstituted or substituted C 4 -C 10 alkylene group, or combination thereof; R′ is —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —CH(CH 3 )CH 2 —, a linear or branched, unsubstituted or substituted C 4 -C 10 alkyl group, RNH 2 , RNHRNH 2 , or RN(RNH 2 ) 2 ; and n can be from 2 to 1,000,000.

3. The method according to claim 1 , wherein the polyamine (A) is an ethoxylated polyamine, propylated polyamine, polyamine with polyquat, polyamine with polyglycerol, or combination thereof, (B) is a linear, branched, or dendrimer polyethyleneimine, (C) comprises only primary and secondary amine groups, (D) comprises only primary, secondary, and tertiary amine groups, and/or (E) comprises only primary and tertiary amine groups.

4. The method according to claim 1 , wherein the polyamine (A) has a general formula of NH 2 —[R 10′ ] n —NH 2 , wherein R 10′ is a linear or branched, unsubstituted or substituted C 2 -C 10 alkylene group, or combination thereof; (B) has a general formula of (RNH) n —RNH 2 or H 2 N—(RNH) n —RNH 2 , wherein R is —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —CH(CH 3 )CH 2 —, a linear or branched, unsubstituted or substituted C 4 -C 10 alkylene group, or combination thereof; (C) has a general formula of H 2 N—(RN(R′)) n —RNH 2 , wherein R is —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —CH(CH 3 )CH 2 —, a linear or branched, unsubstituted or substituted C 4 -C 10 alkylene group, or combination thereof and R′ is —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —CH(CH 3 )CH 2 —, a linear or branched, unsubstituted or substituted C 4 -C 10 alkyl group, RNH 2 , RNHRNH 2 , or RN(RNH 2 ) 2 .

5. The method according to claim 1 , wherein the polyamine (A) is diamine or triamine having an average molecular weight (M w ) of from about 60 to about 1,300; or (B) has an average molecular weight of from about 60 to about 2,000,000 Da.

6. The method according to claim 1 , wherein X is NH or O and/or R 2 is H or CH 3 .

7. The method according to claim 1 , wherein R 4 , R 5 , and R 6 are independently CH 3 .

8. The method according to claim 1 , wherein the counter ion for Y is chloride, bromide, fluoride, iodide, acetate, aluminate, cyanate, cyanide, dihydrogen phosphate, dihydrogen phosphite, formate, hydrogen carbonate, hydrogen oxalate, hydrogen sulfate, hydroxide, nitrate, nitrite, thiocyanate, or a combination thereof.

9. The method according to claim 1 , wherein R 3 is CH 2 , —CH 2 CH 2 —, —CH 2 CH 2 CH 2 — or —C(CH 3 ) 2 —, an unsubstituted, linear, and saturated C 1 -C 20 alkylene group, an unsubstituted, linear, and unsaturated C 1 -C 20 alkylene group, a linear C 8 -C 18 alkyl, alkenyl, or alkynyl group, or a branched C 8 -C 20 alkyl, alkenyl, or alkynyl group.

10. The method according to claim 1 , wherein the α, β-unsaturated carbonyl compound is (3-Acrylamidopropyl)trimethylammonium chloride (APTAC), [3-(methacryloylamino)propyl]trimethylammonium chloride (MAPTAC), 2-(acryloyloxy)-N,N,N-trimethylethanaminium chloride (DMAEA-MCQ), N,N-dimethylaminoethyl acrylate benzyl chloride quaternary salt (DMAEA-BCQ), or 2-(methacryloyloxy)-N,N,N-trimethylethan-1-aminium methyl sulfate (DMAEA-MSQ).

11. The method according to claim 1 , wherein the polyamine has an average molecular weight (M w ) of from about 60 to about 2,000,000 Da.

12. The method according to claim 1 , wherein the compound has an average molecular weight of from about 100 to about 2,000,000 Da and is (A) a single molecule, (B) a mixture of at least two multiple charged cationic compounds, or (C) a mixture of at least two multiple charged cationic compounds derived from the same polyamine and the α, β-unsaturated carbonyl compound, and wherein the product is (AA) a mixture of at least two multiple charged cationic compounds derived from different polyamines and the same α, β-unsaturated carbonyl compound, or (BB) a mixture of at least two multiple charged cationic compounds derived from different polyamines and different α, β-unsaturated carbonyl compounds.

13. The method according to claim 1 , wherein the compound has at least 4, 5, 6, 7, 8, 10, 15, 20, or 30 positive charges.

14. The method according to claim 1 , wherein the compound is one or more of

wherein n=0-1000,

15. The method according to claim 1 , wherein the compound is soluble in water.

16. The method according to claim 1 , wherein the clay treatment composition further comprises a carrier that is water, an alcohol, an alkylene glycol, an alkyleneglycol alkyl ether, or a combination thereof.

17. The method according to claim 1 , wherein the clay treatment composition further comprises one or more of additional functional ingredients that is a flowback aid, friction reducing agent, crosslinker, additional clay stabilizer, viscosifier, reverse emulsion breaker, coagulant/flocculant agent, biocide, corrosion inhibitor, antioxidant, polymer degradation prevention agent, permeability modifier, foaming agent, antifoaming agent, emulsifying agent, fracturing proppant, glass particulate, sand, fracture proppant/sand control agent, scavenger for H 2 S, CO 2 , and/or O 2 , gelling agent, lubricant, salt thereof, or a mixture thereof.

18. The method according to claim 17 , wherein the clay treatment composition contacts the subterranean formation independently, simultaneously, or sequentially with the additional functional ingredient, or wherein the additional functional ingredient contacts the subterranean formation with the multiple charged compound in the treatment composition or through an additional composition.

19. The method according to claim 1 , wherein the clay treatment composition further comprises: an acid, wherein the acid is hydrochloric acid, hyd

Assignees

• Championx Usa Inc

Inventors

• Dhawan Ashish
• Harkness Kellen
• Silvernail Carter M
• Monk Keith A

Classifications

• C09K2208/12

  Swell inhibition, i.e. using additives to drilling or well treatment fluids for inhibiting clay or shale swelling or disintegrating · CPC title

• C04B24/124

  Amides · CPC title

• C09K8/68

  containing organic compounds · CPC title

• C09K8/467

  containing additives for specific purposes · CPC title

• C09K8/74

  combined with additives added for specific purposes · CPC title