Anionic polyalkoxy group comprising surfactants on basis of guerbet-alcohols, method of manufacture and use in enhanced oil recovery (EOR) applications

Patent metadata

Field	Value
Publication number	US-9296942-B2
Application number	US-201414201323-A
Country	US
Kind code	B2
Filing date	Mar 7, 2014
Priority date	Apr 16, 2010
Publication date	Mar 29, 2016
Grant date	Mar 29, 2016

Abstract

Compositions and methods of synthesis of anionic surfactants by alkoxylation of a Guerbet alcohol (GA) having 12 to 36 carbon atoms using butylene oxide, and optionally propylene oxide and/or ethylene oxide followed by the incorporation of a terminal anionic group are described herein. The GA of the present invention is made by a facile and inexpensive method that involves high temperature base catalyzed dimerization of alcohols with 6 to 18 carbon atoms. The large hydrophobe ether surfactants of the present invention find uses in enhanced oil recovery (EOR) applications where it is used for solubilization and mobilization of oil and for environmental cleanup. Further, the hydrophobe alkoxylated GA without anionic terminal group can be used as an ultra-high molecular weight non-ionic surfactant.

First claim

What is claimed is:

1. A method of enhanced oil recovery from a hydrocarbon bearing formation comprising the steps of:
injecting a composition comprising at least an anionic ether surfactant composition having a general formula (I)
R 1 O—BO x —PO y -EO z —X—Y a-a/b M b+   (I),

wherein R 1 , X, Y, M, n, x, y, z, a, b are as follows:
wherein R 1 corresponds to an aliphatic, branched hydrocarbon group CnH 2 n+1 derived from a Guerbet alcohol (GA);
wherein n corresponds to the number of carbon atoms and ranges from 17 to 36,
wherein BO corresponds to a butoxy group;
wherein x corresponds to the number of butoxy groups and ranges from 2 to 25;
wherein PO corresponds to a propoxy group;
wherein y corresponds to the number of propoxy groups and ranges from 0 to 25;
wherein EO corresponds to a ethoxy group;
wherein z corresponds to the number of ethoxy groups and ranges from 0 to 70;
wherein X is selected from a single bond, an alkylene group with 1 to 10 carbon atoms or an alkenylene group with 2 to 10 carbon atoms;
wherein Y is an anionic sulfate group;
wherein M is the counter ion to the anionic group,
wherein a corresponds to a number of 1 or 2,
wherein b corresponds to a number of 1 to 3, into the hydrocarbon bearing formation through at least one injection well; and
recovering crude oil from the formation through at least one production well.

2. The method of claim 1 , wherein after the injection of the surfactant composition a formulation comprising a thickening polymer is injected into the formation to recover the oil.

3. The method of claim 1 , wherein the formation temperature is from 15° C. to 120° C.

4. The method of claim 1 , wherein the concentration of all surfactants is from 0.05 to 5% by weight.

5. The method of claim 1 , wherein the interfacial tension between the hydrocarbons and the water in the formation is reduced to less than 0.1 mN/m.

6. The method of claim 1 , wherein the composition is an alkaline-surfactant-polymer formulation (ASP).

7. The method of claim 1 , wherein M is selected from the group consisting of H + , Na + , K + , Mg + , Ca 2 +, and NH 4 + .

8. The method of claim 1 , wherein n is 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, and 36.

9. The method of claim 1 , wherein x is 2, 3, 4, 8, 12, 16, 20, 22, 23, 24, and 25.

10. The method of claim 1 , wherein y is 0, 2, 4, 6, 8, 11, 14, 17, 21, and 25.

11. The method of claim 1 , wherein z is 0, 6, 8, 10, 12, 16, 20, 24, 32, 40, 48, 53, 57, 59, 62, 66, and 70.

12. The method of claim 1 , wherein the sum of y+z ranges from 0 to 95.

13. The method of claim 1 , wherein the anionic ether surfactant has a formula R 1 O—BO 7 —PO 7 -EO 25 —SO 3 -1/ b M b+ , wherein R 1 is a hydrocarbon group C 32 H 65 —.

14. The method of claim 1 , wherein the composition is adapted for enhanced oil recovery (EOR), environmental ground water cleanup, and other surfactant-based operations.

15. A method of enhanced oil recovery from a hydrocarbon bearing formation comprising the steps of:
injecting a composition comprising at least an anionic ether surfactant composition having a general formula (I)
R 1 O—BO x —PO y -EO z —X- Ya- a/ b M b+   (I),

wherein R 1 , X, Y, M, n, x, y, z, a, b are as follows:
wherein R 1 corresponds to an aliphatic, branched hydrocarbon group C—H 2n+1 derived from a Guerbet alcohol (GA);
wherein n corresponds to the number of carbon atoms and ranges from 17 to 36,
wherein BO corresponds to a butoxy group;
wherein x corresponds to the number of butoxy groups and ranges from 2 to 25;
wherein PO corresponds to a propoxy group;
wherein y corresponds to the number of propoxy groups and ranges from 0 to 25;
wherein EO corresponds to a ethoxy group;
wherein z corresponds to the number of ethoxy groups and ranges from 0 to 70;
wherein X is selected from a single bond, an alkylene group with 1 to 10 carbon atoms or an alkenylene group with 2 to 10 carbon atoms;
wherein Y is an anionic sulfate group;
wherein M is the counter ion to the anionic group,
wherein a corresponds to a number of 1 or 2,
wherein b corresponds to a number of 1 to 3, into the hydrocarbon bearing formation through at least one injection well;
adapting the composition enhanced oil recovery (EOR), environmental ground water cleanup, and other hydrocarbon recovery surfactant-based operations; and
recovering crude oil from the formation through at least one production well.

16. The method of claim 15 , wherein after the injection of the surfactant composition a formulation comprising a thickening polymer is injected into the formation to recover the oil.

17. The method of claim 15 , wherein the formation temperature is from 15° C. to 120° C.

18. The method of claim 15 , wherein the concentration of all surfactants is from 0.05 to 5% by weight.

19. The method of claim 15 , wherein the interfacial tension between the hydrocarbons and the water in the formation is reduced to less than 0.1 mN/m.

20. The method of claim 15 , wherein the composition is an alkaline-surfactant-polymer formulation (ASP).

Assignees

• Univ Texas
• Basf Se

Inventors

• Weerasooriya Upali P
• Pope Gary A
• Bittner Christian
• Oetter Gunter
• Tinsley Jack F
• Spindler Christian
• Jurgenson Gabriela Alvarez
• Vogel Sophie

Classifications

• C07C309/10

  with the oxygen atom of at least one of the etherified hydroxy groups further bound to an acyclic carbon atom · CPC title

• E21B43/16

  Enhanced recovery methods for obtaining hydrocarbons · CPC title

• C08G65/3344

  containing oxygen in addition to sulfur · CPC title

• C07C305/10

  being further substituted by singly-bound oxygen atoms · CPC title

• C09K8/584 Primary

  characterised by the use of specific surfactants · CPC title