IP Library Granted Patent US 7,540,888
Granted Patent B2
US 7,540,888 · App. 12/175,468 · Granted Jun 2, 2009

Fuel compositions comprising tetramethylcyclohexane

Assignee: Amyris Biotechnologies, Inc.
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Quick Facts
Patent No.
US 7,540,888
App. No.
12/175,468
Granted
Jun 2, 2009
Kind
B2
Abstract

A fuel composition comprises at least a tetramethylcyclohexane having a quaternary carbon atom in the cyclohexane ring and optionally, a fuel component. The tetramethylcyclohexane can be used as a fuel component or as a fuel additive in the fuel composition. The fuel composition may further comprise a conventional fuel component selected from a diesel fuel, jet fuel, kerosene or gasoline. Methods of making and using the fuel composition are also disclosed.

Claims (34)

1. A fuel composition comprising a petroleum-based fuel component, an aromatic compound and at least one tetramethylcyclohexane having a quaternary carbon atom in the cyclohexane ring, wherein the amount of the tetramethylcyclohexane is:

or a combination thereof, and the aromatic compound is:

and wherein the amount of the tetramethycylohexane is at least about 1 wt. %, and the amount of the aromatic compound is from about 0.1 wt. % to about 20 wt. %, based on the total weight of the fuel composition.

2. The fuel composition of claim 1 , wherein the amount of the tetramethylcyclohexane is at least about 5 wt. %, based on the total weight of the fuel composition.

3. The fuel composition of claim 1 , wherein the tetramethylcyclohexane is

or at least one stereoisomer thereof.

4. The fuel composition of claim 1 , wherein the tetramethylcyclohexane is

or at least one stereoisomer thereof.

5. The fuel composition of claim 1 , wherein the petroleum-based fuel component is gasoline, jet fuel, kerosene or a combination thereof.

6. The fuel composition of claim 1 , wherein the amount of the petroleum-based fuel component is at least about 40 wt. % and the amount of the tetramethylcyclohexane is from about 5 wt. % to about 50 wt. %, based on the total weight of the fuel composition.

7. The fuel composition of claim 1 comprising:

or at least one stereoisomer thereof;

or at least one stereoisomer thereof;

or at least one stereoisomer thereof; and

or at least one stereoisomer thereof, wherein the total amount of (a) and (b) is from about 1 wt. % to about 99 wt. %, and the total amount of (c) and (d) is from about 0.5 wt. % to about 50 wt. %, based on the total weight of (a)-(d).

8. The fuel composition of claim 7 further comprising:

or at least one stereoisomer thereof; and

or at least one stereoisomer thereof; wherein the amount of (e) is from 0 wt. % to about 50 wt. %, and the amount of (g) is from about 0.1 wt. % to about 30 wt. %, based on the total weight of (a)-(e), the aromatic compound and (g).

9. The fuel composition of claim 8 , wherein the total amount of (a) and (b) is from about 50 wt. % to about 99 wt. %, based on the total weight of (a)-(e), the aromatic compound and (g).

10. The fuel composition of claim 1 , having a Reid vapor pressure from about 7.0 psi to about 15.0 psi.

11. The fuel composition of claim 10 , wherein the fuel composition is an RBOB or a CARBOB.

12. The fuel composition of claim 11 , further comprising ethanol.

13. A method of making a fuel composition comprising the step of contacting pinene with hydrogen in the presence of a hydrogenation catalyst to form at least one tetramethyleyclohexane having a quaternary carbon atom in the cyclohexane ring; and mixing the tetramethylcyclohexane with a petroleum-based fuel component and an aromatic compound to make the fuel composition, wherein the tetramethylcyclohexane is:

or a combination thereof, and the aromatic compound is:

and wherein the amount of the tetramethylcyclohexane is at least about 1 wt.%, and the amount of the aromatic compound is from about 0.1 wt.% to about 20 wt.%, based on the total weight of the fuel composition.

14. The method of claim 13 , wherein the pinene is α-pinene, β- pinene or a combination thereof.

15. The method of claim 13 , wherein the hydrogenation catalyst comprises a ruthenium catalyst.

16. The method of claim 13 , wherein the fuel component is a petroleum-based fuel component.

17. The method of claim 13 , wherein the fuel composition has a Reid vapor pressure from about 7.0 psi to 15.0 psi.

18. The method of claim 17 , wherein the fuel composition is an RBOB or a CARBOB.

19. A vehicle comprising an internal combustion engine; a fuel tank connected to the internal combustion engine; and a fuel composition in the fuel tank, wherein the fuel composition is used to power the internal combustion engine, wherein the fuel composition comprises a petroleum-based fuel component, an aromatic compound and at least one tetramethylcyclohexane having a quaternary carbon atom in the cyclohexane ring, wherein the tetramethylcyclohexane is:

or a combination thereof, and the aromatic compound is:

and wherein the amount of the tetramethylcyclohexane is at least about 1 wt.%, and the amount of the aromatic compound is from about 0.1 wt.% to about 20 wt.%, based on the total weight of the fuel composition.

20. The vehicle of claim 19 , wherein the internal combustion engine is a gasoline engine.

Assignments (10)
SECURITY INTEREST Recorded Aug 16, 2019
From: AMYRIS, INC.
To: NAXYRIS S.A.
Reel/Frame 050081/0106 →
SECURITY INTEREST Recorded Jun 16, 2016
From: HERCULES CAPITAL INC.
To: STEGODON CORPORATION
Reel/Frame 039048/0251 →
SECURITY INTEREST Recorded Jun 3, 2016
From: AMYRIS, INC.
To: HERCULES TECHNOLOGY GROWTH CAPITAL, INC.
Reel/Frame 038878/0381 →
RELEASE OF SECURITY INTEREST Recorded Mar 31, 2014
From: MAXWELL (MAURITIUS) PTE LTD
To: AMYRIS, INC.
Reel/Frame 032578/0357 →
RELEASE OF SECURITY INTEREST Recorded Mar 28, 2014
From: TOTAL ENERGIES NOUVELLES ACTIVITES USA, SAS (F/K/A TOTAL GAS & POWER USA, SAS)
To: AMYRIS, INC.
Reel/Frame 032554/0001 →
RELEASE OF SECURITY INTEREST Recorded Mar 27, 2014
From: TOTAL ENERGIES NOUVELLES ACTIVITIES USA, SAS (F/K/A TOTAL GAS & POWER USA, SAS)
To: AMYRIS, INC.
Reel/Frame 032551/0828 →
SECURITY AGREEMENT Recorded Nov 8, 2013
From: AMYRIS, INC.
To: TOTAL ENERGIES NOUVELLES ACTIVITES USA
Reel/Frame 031607/0314 →
SECURITY AGREEMENT Recorded Oct 23, 2013
From: AMYRIS, INC.
To: MAXWELL (MAURITIUS) PTE LTD
Reel/Frame 031478/0933 →
SECURITY AGREEMENT Recorded May 8, 2013
From: AMYRIS, INC.
To: TOTAL GAS & POWER USA, SAS
Reel/Frame 030378/0447 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2008
From: RYDER, JASON A.; FISHER, KARL
To: AMYRIS BIOTECHNOLOGIES, INC.
Reel/Frame 021261/0584 →
Continuity (2)
Provisional Application 6095087900 · Jul 20, 2007
Related Publication 20090020090A1 · Jan 22, 2009