Derivatization of amines for use as shale inhibitors in a subterranean formation

Patent metadata

Field	Value
Publication number	US-2025092299-A1
Application number	US-202318725550-A
Country	US
Kind code	A1
Filing date	Mar 30, 2023
Priority date	Mar 30, 2022
Publication date	Mar 20, 2025
Grant date	—

Abstract

Method for the derivatization of a shale inhibitor comprising treating the amine-based shale inhibitor agents with at least one acid anhydride, and/or at least one organic acid, and/or at least one acyl chloride, thereby producing a derivatized amine shale inhibitor and using the derivative amine shale inhibitor to treat a subterranean formation in a wellbore to prevent reactive shale swelling.

First claim

1 . A method of formulating a shale inhibitor comprising a polyamine of a Formula (I):

wherein n is a polymer of repeating units comprising an amine group and two carbon aliphatic CH 2 CH 2 spacers;
treating Formula (I) with at least one acid anhydride, and/or at least one organic acid, and/or at least one acyl chloride;
thereby producing a derivatized amine shale inhibitor.

2 . The method of claim 1 , wherein the at least one anhydride is added dropwise to Formula (I) in a flask at ambient temperature to produce a reaction; wherein further the reaction is neutralized.

3 . The method of claim 1 , wherein the at least one organic acid is added dropwise to Formula (I) in a flask at temperatures between 80° C.-150° C. to produce a reaction; wherein further the reaction is neutralized.

4 . The method of claim 1 , wherein the at least one acyl chloride is added dropwise to Formula (I) in a flask at ambient temperature to produce a reaction; wherein further the reaction is neutralized.

5 . The method of claim 1 , wherein the polyamine comprises one or more diamines, one or more triamines, one or more polyamines, and/or mixtures thereof; wherein the polyamine comprises one or more linear molecules, one or more non-linear or branched molecules, or mixtures thereof.

6 . (canceled)

7 . The method of claim 1 , wherein n is an integer from 2-100.

8 . The method of claim 1 wherein the at least one acid anhydride comprises at least one of acetic anhydride, propionic anhydride, and at least one mixture thereof; wherein the acid anhydride further comprises a cyclic anhydride of at least one of succinic anhydride, maleic anhydride, phthalic anhydride, or glutaric anhydride.

9 . (canceled)

10 . The method of claim 8 , wherein the cyclic anhydride produces a reaction product having amide bonds and pendant acid groups; wherein the reaction product is utilized as both a shale inhibitor and shale encapsulator.

11 . (canceled)

12 . The method of claim 1 , wherein the at least one organic acid comprises at least one carbon atom to fifty four carbon atoms; wherein the at least one organic acid comprises carboxylic acids, aliphatic acids, aromatic acids, or at least one mixture thereof.

13 . (canceled)

14 . The method of claim 1 , wherein one or more polyamines are derivatized to at least 10 mol % derivatized, at least 30 mol % derivatized, or up to 50 mol % derivatized; wherein the polyamine is methylated using alkylating agents.

15 . (canceled)

16 . The method of claim 14 , wherein the alkylating agents comprises methyl chloride and/or methyl sulfate.

17 . The method of claim 14 , wherein the polyamine is methylated with at least one Eschweiler-Clarke methylation or reaction.

18 . The method of claim 14 , wherein the polyamine is methylated by reacting the polyamine with a mixture of formaldehyde and formic acid.

19 . The method of claim 1 , wherein the derivatize amine shale inhibitor is used to treat a subterranean formation in a wellbore to prevent reactive shale swelling.

20 . A wellbore fluid, comprising:
a base fluid; a shale inhibitor comprising: a polyamine of a Formula (I):

wherein n is a polymer of repeating units comprising an amine group and two carbon aliphatic CH 2 CH 2 spacers;
treating Formula (I) with at least one acid anhydride, and/or at least one organic acid, and/or at least one acyl chloride.

21 . The wellbore fluid of claim 20 , wherein the base fluid is an aqueous base fluid comprising acid anhydride, organic acid, and/or acyl chloride.

22 . The wellbore fluid of claim 20 , wherein the polyamine comprises one or more diamines, one or more triamines, one or more polyamines, and/or mixtures thereof.

23 . The wellbore fluid method of claim 20 , wherein the polyamine comprises one or more linear molecules, one or more non-linear or branched molecules, or mixtures thereof.

24 . The wellbore fluid method of claim 20 , wherein n is an integer from 2-100.

25 . The wellbore fluid method of claim 20 , wherein the at least one acid anhydride comprises at least one of acetic anhydride, propionic anhydride, and at least one mixture thereof; wherein the acid anhydride further comprises a cyclic anhydride of at least one of succinic anhydride, maleic anhydride, phthalic anhydride, or glutaric anhydride.

26 . (canceled)

27 . The wellbore fluid method of claim 25 , wherein the cyclic anhydride produces a reaction product having amide bonds and pendant acid groups.

Assignees

• Schlumberger Technology Corp

Inventors

• Khramov Dimitri M
• Barmatov Evgeny

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

• C09K8/035 Primary

  Organic additives · CPC title

• C09K8/12 Primary

  containing synthetic organic macromolecular compounds or their precursors · CPC title