IP Library Granted Patent US 12,006,470
Granted Patent B2
US 12,006,470 · App. 17/258,523 · Granted Jun 11, 2024

Sulphonated internal ketone-based formulations for assisted recovery of oil

Inventors: Mikel Morvan (Pessac, FR); Pascal Pitiot (Lyons, FR); Loïc Baussaron (Serpaize, FR); Roberto Company (Bordeaux, FR)
Assignees: RHODIA OPERATIONS; IFP Energies Nouvelles
C09K8/584E21B43/16
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Quick Facts
Patent No.
US 12,006,470
App. No.
17/258,523
Granted
Jun 11, 2024
Kind
B2
Abstract

The present invention relates to compositions for enhanced oil recovery, comprising: (A) internal ketones sulfonated alpha to the ketone group; and (B) unsulfonated internal ketones, with a molar ratio B/(A+B) greater than or equal to the limiting molar concentration of unsulfonated ketones from which a stabilization is observed in the reduction in mobility when the mixture of said ketones is injected into a porous medium.

Claims (24)

1. A composition suitable for enhanced oil recovery, comprising:

(A) internal ketones sulfonated alpha to the ketone group; and

(B) unsulfonated internal ketones,

with a molar ratio B/(A+B), corresponding to the molar concentration of unsulfonated ketones, ranging between 10% and 50%.

2. The composition as claimed in claim 1 , wherein the compounds A comprise a mixture of at least one monosulfonate and at least one disulfonate, conforming respectively to the formulae (1) and (2) below:

where:

each of R 1 , R 3 and R 5 , which are identical or different, is independently a hydrogen or a linear or branched alkyl chain having from 1 to 20 carbon atoms;

each of R 2 and R 4 , which are identical or different, is independently a linear alkyl chain or having from 4 to 24 carbon atoms, it being possible for said alkyl chain to comprise cycloaliphatic groups; and

X is H; or else —SO 3 X is a sulfonate salt formed with 1/n mol of a cation X n+ in which n is the valence of the cation.

3. The composition as claimed in claim 2 , wherein the compounds B conform to the formula (3) below:

where:

each of R 1 , R 3 and R 5 , which are identical or different, is independently a hydrogen or a linear or branched alkyl chain having from 1 to 20 carbon atoms;

each of R 2 and R 4 , which are identical or different, is independently a linear alkyl chain or having from 4 to 24 carbon atoms, it being possible for said alkyl chain to comprise cycloaliphatic groups; and

R 6 is a hydrogen or else a linear or branched alkyl chain having from 1 to 20 carbon atoms.

4. The composition as claimed in claim 3 , which is prepared by only partial sulfonation of a compound of formula (3) or else a mixture of compounds of formula (3) using a sulfonating agent.

5. The composition as claimed in claim 4 , wherein the sulfonation is performed using gaseous sulfur trioxide SO 3 as sulfonating agent.

6. The composition as claimed in claim 5 , wherein the sulfonation is further performed using the falling-film technique.

7. The composition as claimed in claim 1 , further comprising:

an aqueous medium comprising dissolved salts; and/or

an anionic surfactant.

8. The composition as claimed in claim 7 , wherein the anionic surfactant is an AGES or an AAGES.

9. A method for enhanced oil recovery from an underground formation, the method comprising:

injecting a composition as claimed in claim 1 into said underground formation via at least one injection well; and

recovering a fluid conveying the oil leaving the underground formation via at least one production well.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 13, 2025
From: IFP ENERGIES NOUVELLES
To: ENERGY SOLUTIONS US LLC
Reel/Frame 071102/0394 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 13, 2021
From: RHODIA OPERATIONS
To: IFP ENERGIES NOUVELLES
Reel/Frame 054904/0483 →