IP Library Granted Patent US 9,181,468
Granted Patent B2
US 9,181,468 · App. 14/230,281 · Granted Nov 10, 2015

Extraction of hydrocarbons from hydrocarbon-containing materials and/or processing of hydrocarbon-containing materials

Inventors: Liang-tseng Fan (Manhattan, KS); Shahram Reza Shafie (Austin, TX); Julius Michael Tollas (The Woodlands, TX); William Arthur Fitzhugh Lee (Spicewood, TX)
Assignee: GREEN SOURCE HOLDINGS LLC
C09K8/64C09K8/58C10G1/04C10G21/27E21B43/16Y10T137/0391
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,181,468
App. No.
14/230,281
Granted
Nov 10, 2015
Kind
B2
Abstract

A method of extracting hydrocarbon-containing organic matter from a hydrocarbon-containing material includes the steps of providing a first liquid comprising a turpentine liquid; contacting the hydrocarbon-containing material with the turpentine liquid to form an extraction mixture; extracting the hydrocarbon material into the turpentine liquid; and separating the extracted hydrocarbon material from a residual material not extracted.

Claims (27)

1. A method for increasing flowability of viscous or immobile hydrocarbon-containing materials in an underground formation or a flow line comprising contacting a hydrocarbon-containing material selected from oil (tar) sands, oil shale, natural gas, petroleum gas, heavy crude oil and/or crude oil with a non-aqueous turpentine liquid in said underground formation or flow line;

forming a mixture of non-aqueous turpentine liquid and hydrocarbon-containing material having decreased viscosity; and

causing said mixture to flow as a one-phase liquid in said underground formation or flow line, wherein said turpentine liquid comprises α-terpineol, β-terpineol, or a combination thereof.

2. The method of claim 1 , wherein said contacting and forming of said mixture decreases the viscosity of the hydrocarbon-containing material.

3. The method of claim 1 , wherein said contacting takes place in situ in an underground formation.

4. The method of claim 3 , wherein said contacting is performed at an extraction site.

5. The method of claim 1 , wherein said non-aqueous turpentine liquid further comprises a liquid selected from the group consisting of natural turpentine, synthetic turpentine, mineral turpentine, pine oil, α-pinene, β-pinene, γ-terpineol, terpene resins, α-terpene, β-terpene, γ-terpene, geraniol, 3-carene, dipentene (p-mentha-1,8-diene), nopol, pinane, 2-pinane hydroperoxide, terpin hydrate, 2-pinanol, dihydromycenol, isoborneol, p-menthan-8-ol, a-terpinyl acetate, citronellol, p-menthan-8-yl acetate, 7-hydroxydihydrocitronellal, menthol, anethole, camphene; p-cymene, anisaldeyde, 3,7-dimethyl-1,6-octadiene, isobornyl acetate, ocimene, alloocimene, alloocimene alcohols, 2-methoxy-2,6-dimethyl-7,8-epoxyoctane, camphor, citral, 7-methoxydihydro-citronellal, 10-camphorsulphonic acid, cintronellal, menthone, and mixtures thereof.

6. The method of claim 1 , wherein the turpentine liquid comprises at least about 50% by volume α-terpineol and at least about 20% by volume β-terpineol.

7. The method of claim 1 , wherein the turpentine liquid comprises α-terpineol and β-terpineol, wherein the ratio of α-terpineol to β-terpineol is at least about 1.3:1.

8. The method of claim 1 , wherein the turpentine liquid comprises α-terpineol and β-terpineol, wherein the ratio of α-terpineol to β-terpineol is at least about 2:1.

9. The method of claim 1 , wherein the turpentine liquid comprises at least about 30% by volume α-terpineol and at least about 15% β-terpineol.

10. The method of claim 1 , wherein said turpentine liquid comprises:

about 40-60% α-terpineol,

about 30-40% β-terpineol,

about 5-20% β-pinene, and

about 0-10% p-cymene.

11. The method of claim 1 , wherein said flowline is an oil pipeline.

12. The method of claim 1 , wherein said flowline is a natural gas pipeline.

13. A method for increasing flowability of viscous or immobile hydrocarbon-containing materials in situ in a naturally occurring geological formation of oil (tar) sands, oil shale, natural gas, petroleum gas, heavy crude oil and/or crude oil comprising contacting said oil (tar) sands, oil shale, natural gas, petroleum gas, heavy crude oil and/or crude oil with a non-aqueous turpentine liquid in said naturally occurring geological formation;

forming a mixture of non-aqueous turpentine liquid and said oil (tar) sands, oil shale, natural gas, petroleum gas, heavy crude oil and/or crude oil having decreased viscosity; and

causing said mixture to flow as a one-phase liquid in said naturally occurring geological formation, wherein said turpentine liquid comprises α-terpineol, β-terpineol, or a combination thereof.

14. The method of claim 13 , wherein said contacting occurs in an oil reservoir and forms a homogeneous one-phase liquid comprising said mixture of non-aqueous turpentine liquid and hydrocarbon-containing material having decreased viscosity.

15. The method of claim 13 , wherein said non-aqueous turpentine liquid further comprises a liquid selected from the group consisting of natural turpentine, synthetic turpentine, mineral turpentine, pine oil, α-pinene, β-pinene, γ-terpineol, terpene resins, α-terpene, β-terpene, γ-terpene, geraniol, 3-carene, dipentene (p-mentha-1,8-diene), nopol, pinane, 2-pinane hydroperoxide, terpin hydrate, 2-pinanol, dihydromycenol, isoborneol, p-menthan-8-ol, α-terpinyl acetate, citronellol, p-menthan-8-yl acetate, 7-hydroxydihydrocitronellal, menthol, anethole, camphene; p-cymene, anisaldeyde, 3,7-dimethyl-1,6-octadiene, isobornyl acetate, ocimene, alloocimene, alloocimene alcohols, 2-methoxy-2,6-dimethyl-7,8-epoxyoctane, camphor, citral, 7-methoxydihydro-citronellal, 10-camphorsulphonic acid, cintronellal, menthone, and mixtures thereof.

16. A method for reducing viscosity and recovering trapped hydrocarbon-containing organic matter in a hydrocarbon-extraction drilling operation comprising contacting oil (tar) sands, oil shale, natural gas, petroleum gas, heavy crude oil and/or crude oil with a non-aqueous turpentine liquid through a borehole of said drilling operation with a non-aqueous turpentine liquid;

forming a mixture of non-aqueous turpentine liquid and said oil (tar) sands, oil shale, natural gas, petroleum gas, heavy crude oil and/or crude oil having reduced viscosity; and

causing said mixture to flow as a one-phase liquid and be recovered through said borehole, wherein said turpentine liquid comprises α-terpineol, β-terpineol, or a combination thereof.

17. The method of claim 16 , wherein said non-aqueous turpentine liquid further comprises a liquid selected from the group consisting of natural turpentine, synthetic turpentine, mineral turpentine, pine oil, α-pinene, β-pinene, γ-terpineol, terpene resins, α-terpene, β-terpene, γ-terpene, geraniol, 3-carene, dipentene (p-mentha-1,8-diene), nopol, pinane, 2-pinane hydroperoxide, terpin hydrate, 2-pinanol, dihydromycenol, isoborneol, p-menthan-8-ol, a-terpinyl acetate, citronellol, p-menthan-8-yl acetate, 7-hydroxydihydrocitronellal, menthol, anethole, camphene; p-cymene, anisaldeyde, 3,7-dimethyl-1,6-octadiene, isobornyl acetate, ocimene, alloocimene, alloocimene alcohols, 2-methoxy-2,6-dimethyl-7,8-epoxyoctane, camphor, citral, 7-methoxydihydro-citronellal, 10-camphorsulphonic acid, cintronellal, menthone, and mixtures thereof.

Assignments (2)
CHANGE OF ADDRESS Recorded Mar 23, 2018
From: GREEN SOURCE HOLDINGS LLC
To: GREEN SOURCE HOLDINGS LLC
Reel/Frame 045684/0199 →
CHANGE OF NAME Recorded Oct 7, 2015
From: GREEN SOURCE ENERGY LLC
To: GREEN SOURCE HOLDINGS LLC
Reel/Frame 036807/0479 →
Continuity (7)
Continuation 13777430 · Feb 26, 2013
Division 12404016 · Mar 13, 2009
Continuation In Part 12298993
Continuation In Part 12174139 · Jul 16, 2008
Continuation In Part 12053126 · Mar 21, 2008
Provisional Application 60973964 · Sep 20, 2007
Related Publication 20140209311A1 · Jul 31, 2014