IP Library Granted Patent US 10,759,990
Granted Patent B2
US 10,759,990 · App. 15/478,900 · Granted Sep 1, 2020

Use of olefinic ester compositions in oil and gas fields

Inventors: Frederyk Ngantung (Chicago, IL); Robin Weitkamp (Batavia, IL); Phillip Kaufman (Conroe, TX)
Assignee: Wilmar Trading Pte Ltd.
C09K8/86C09K8/524C09K8/602C09K8/68C09K8/92E21B21/00E21B37/00E21B37/06E21B43/25E21B43/26E21B43/267
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Quick Facts
Patent No.
US 10,759,990
App. No.
15/478,900
Granted
Sep 1, 2020
Kind
B2
Abstract

Compositions for stimulating hydrocarbon production from a subterranean formation are generally disclosed. In some embodiments, such compositions include olefinic ester compounds, such as alkyl esters of C10-18 unsaturated fatty acids. In some embodiments, the olefinic ester compounds are derived from a natural oil or a natural oil derivative, for example, by catalytic olefin metathesis. Uses of such compounds, such as in oil- and gas-production methods are also generally disclosed.

Claims (29)

1. A method of stimulating an oil or gas well, comprising:

providing a composition comprising water, olefinic ester compounds, and saturated ester compounds, wherein the olefinic ester compounds comprise methyl, ethyl, or isopropyl esters of C 10-12 carboxylic acids having one carbon-carbon double bond, wherein a weight-to-weight ratio of the saturated ester compounds to the olefinic ester compounds ranges from 1:10 to 10:1; and

introducing the composition into an oil or gas well.

2. The method of claim 1 , wherein the oil or gas well is a gas well for shale gas or tight gas.

3. The method of claim 1 , wherein the introducing comprises injecting the composition into the oil or gas well under pressure.

4. The method of claim 1 , wherein the composition has a weight-to-weight ratio of water to the olefinic ester compounds ranging from 1:1 to 25:1.

5. The method of claim 1 , wherein the composition further comprises a terpene.

6. The method of claim 5 , wherein the terpene is selected from the group consisting of linacool, geraniol, nopol, α-terpineol, β-terpineol, γ-terpineol, 4 -terpineol, menthol, eucapyptol, menthone, d-limonene, terpinolene, α-ocimene, β-ocimene, α-terpinene, β-terpinene, γ-terpinene, δ-terpinene, α-pinene, β-pinene, citronellene, turpentine, and any combinations thereof.

7. The method of claim 1 , wherein the olefinic ester compounds comprise methyl esters of C 10-12 carboxylic acids having one carbon-carbon double bond.

8. The method of claim 7 , wherein the olefinic ester compounds comprise methyl 9-decenoate, methyl 9-dodecenoate, or combinations thereof.

9. The method of claim 8 , wherein the olefinic ester compounds comprise methyl 9-decenoate.

10. The method of claim 8 , wherein the olefinic ester compounds comprise methyl 9-dodecenoate.

11. The method of claim 1 , wherein the composition comprises an oil-in-water emulsion comprising a continuous phase and a dispersed phase, wherein the olefinic ester compounds comprise at least 50 percent by weight of the dispersed phase.

12. The method of claim 1 , wherein the composition comprises an water-in-oil emulsion comprising a continuous phase and a dispersed phase, wherein the olefinic ester compounds comprise at least 50 percent by weight of the continuous phase.

13. The method of claim 1 , wherein the saturated ester compound may comprise C 1-6 alkanolic esters of C 10-18 saturated fatty acids.

14. A method of treating an oil or gas well, comprising:

stimulating an oil or gas well by injecting a hydraulic fracturing fluid to an oil or gas well under hydraulic pressure; and

during or following the stimulating, introducing to the oil or gas well a flowback aid composition, which is a composition comprising water, olefinic ester compounds, and saturated ester compounds, wherein the olefinic ester compounds comprise methyl, ethyl, or isopropyl esters of C 10-12 carboxylic acids having one carbon-carbon double bond, wherein a weight-to-weight ratio of the saturated ester compounds to the olefinic ester compounds ranges from 1:10 to 10:1.

15. The method of claim 14 , wherein the oil or gas well is a gas well for shale gas or tight gas.

16. The method of claim 14 , wherein the flowback aid composition is a microemulsion.

17. The method of claim 14 , wherein the flowback aid composition comprises a freezing point depressant.

18. The method of claim 17 , wherein the freezing point depressant is selected from the group consisting of methanol, ethanol, isopropanol, propanol, ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, and any mixtures thereof.

19. The method of claim 16 , wherein the flowback aid composition comprises non-ionic surfactants, antifreeze compounds, demulsifiers, non-emulsifiers, or any combinations thereof.

20. The method of claim 14 , wherein the composition further comprises a terpene.

21. The method of claim 20 , wherein the terpene is selected from the group consisting of linacool, geraniol, nopol, α-terpineol, β-terpineol, γ-terpineol, 4-terpineol, menthol, eucapyptol, menthone, d-limonene, terpinolene, α-ocimene, β-ocimene, α-terpinene, β-terpinene, γ-terpinene, δ-terpinene, α-pinene, β-pinene, citronellene, turpentine, and any combinations thereof.

22. The method of claim 14 , wherein the olefinic ester compounds comprise methyl esters of C 10-12 carboxylic acids having one carbon-carbon double bond.

23. The method of claim 22 , wherein the olefinic ester compounds comprise methyl 9-decenoate, methyl 9-dodecenoate, or combinations thereof.

24. The method of claim 23 , wherein the olefinic ester compounds comprise methyl 9-decenoate.

25. The method of claim 23 , wherein the olefinic ester compounds comprise methyl 9-dodecenoate.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2020
From: ELEVANCE RENEWABLE SCIENCES, INC.
To: WILMAR TRADING PTE LTD
Reel/Frame 052942/0933 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 13, 2019
From: KAUFMAN, PHILLIP
To: ELEVANCE RENEWABLE SCIENCES. INC.
Reel/Frame 049455/0902 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 11, 2019
From: WEITKAMP, ROBIN
To: ELEVANCE RENEWABLE SCIENCES, INC.
Reel/Frame 049436/0593 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 16, 2019
From: NGANTUNG, FREDERYK
To: ELEVANCE RENEWABLE SCIENCES, INC.
Reel/Frame 049199/0473 →
Continuity (8)
Continuation In Part 14855018 · Sep 15, 2015
Continuation In Part 14596092 · Jan 13, 2015
Provisional Application 61928290 · Jan 16, 2014
Provisional Application 62006655 · Jun 2, 2014
Provisional Application 62075055 · Nov 4, 2014
Provisional Application 62081933 · Nov 19, 2014
Provisional Application 62089665 · Dec 9, 2014
Related Publication 20170335179A1 · Nov 23, 2017