IP Library Granted Patent US 7,935,156
Granted Patent B2
US 7,935,156 · App. 11/986,485 · Granted May 3, 2011

Jet fuel compositions and methods of making and using same

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Quick Facts
Patent No.
US 7,935,156
App. No.
11/986,485
Granted
May 3, 2011
Kind
B2
Abstract

Provided herein are, among other things, jet fuel compositions and methods of making and using the same. In some embodiments, the fuel compositions comprise at least a fuel component readily and efficiently produced, at least in part, from a microorganism. In certain embodiments, the fuel compositions provided herein comprise a high concentration of at least a bioengineered fuel component. In further embodiments, the fuel compositions provided herein comprise limonane.

Claims (44)

1. A fuel composition comprising or obtainable from a mixture comprising:

(a) limonane;

(b) a petroleum-based fuel;

(c) a fuel additive; and

(d) p-cymene,

wherein the amount of the limonane compound is at least about 11 vol. %, the amount of the petroleum-based fuel is at least about 5 vol. %, and the amount of the p-cymene is from about 1 vol. % to about 25 vol. %, all amounts based on the total volume of the fuel composition, and wherein the fuel composition has a flash point equal to or greater than 38° C.

2. A jet fuel composition comprising:

(a) limonane;

(b) a petroleum-based fuel;

(c) a jet fuel additive; and

(d) p-cymene,

wherein the amount of the limonane compound is at least about 11 vol. %, the amount of the petroleum-based fuel is at least about 5 vol. %, and the amount of the p-cymene is from about 1 vol. % to about 25 vol. %, all amounts based on the total volume of the jet fuel composition, and wherein the fuel composition has a density from about 750 kg/m 3 to about 850 kg/m 3 at 15° C., a flash point equal to or greater than 38° C.

3. The fuel compositions of claim 1 or 2 , wherein the limonane is

or a combination thereof.

4. The fuel compositions of claim 1 or 2 , wherein the amount of the limonane is from about 11 vol. % to about 15 vol. %, based on the total volume of the fuel composition.

5. The fuel compositions of claim 1 or 2 , wherein the amount of the limonane is from about 15 vol. % to about 80 vol. %, based on the total volume of the fuel composition.

6. The fuel compositions of claim 1 or 2 , wherein the amount of the limonane is from about 20 vol. % to about 75 vol. %, based on the total volume of the fuel composition.

7. The fuel compositions of claim 1 or 2 , wherein the amount of the limonane is from about 25 vol. % to about 75 vol. %, based on the total volume of the fuel composition.

8. The fuel composition of claim 1 , wherein the amount of the p-cymene is at most about 25 vol. %, based on the total volume of the fuel composition.

9. The fuel composition of claim 1 , wherein the petroleum-based fuel is kerosene.

10. The fuel composition of claim 1 , wherein the fuel composition has a density from about 750 kg/m 3 to about 850 kg/m 3 at 15° C.

11. The fuel composition of claim 1 or 2 , wherein the petroleum-based fuel is Jet A, Jet A-1 or Jet B.

12. The fuel composition of claim 11 , wherein the fuel composition meets the ASTM D 1655 specification for Jet A.

13. The fuel composition of claim 11 , wherein the fuel composition meets the ASTM D 1655 specification for Jet A-1.

14. The fuel composition of claim 11 , wherein the fuel composition meets the ASTM D 1655 specification for Jet B.

15. The jet fuel composition of claim 2 , wherein the fuel additive is at least one additive selected from the group consisting of an oxygenate, an antioxidant, a thermal stability improver, a stabilizer, a cold flow improver, a combustion improver, an anti-foam, an anti-haze additive, a corrosion inhibitor, a lubricity improver, an icing inhibitor, an injector cleanliness additive, a smoke suppressant, a drag reducing additive, a metal deactivator, a dispersant, a detergent, a de-emulsifier, a dye, a marker, a static dissipater, a biocide, and combinations thereof.

16. A method of making a fuel composition comprising:

(a) contacting an isoprenoid starting material with hydrogen in the presence of a catalyst to form a limonane and p-cymene; and

(b) mixing the limonane and p-cymene with a petroleum-based fuel to make the fuel composition;

wherein the amount of the limonane compound is at least about 11 vol. %, the amount of the petroleum-based fuel is at least about 5 vol. %, and the amount of the p-cymene is from about 1 vol. % to about 25 vol. %, all amounts based on the total volume of the fuel composition, and wherein the fuel composition has a flash point equal to or greater than 38° C.

17. The method of claim 16 , wherein the isoprenoid starting material is limonene, β-phellandrene, γ-terpinene, terpinolene, or a combination thereof.

18. A method of making a fuel composition from a simple sugar comprising:

(a) contacting a cell capable of making an isoprenoid starting material with the simple sugar under conditions suitable for making the isoprenoid starting material;

(b) converting the isoprenoid starting material to limonane; and

(c) mixing the limonane with a petroleum-based fuel to make the fuel composition,

wherein the amount of the limonane compound is at least about 11 vol. % and the amount of the petroleum-based fuel is at least about 5 vol. %, both amounts based on the total volume of the fuel composition, and wherein the fuel composition has a flash point equal to or greater than 38° C.

19. The method of claim 18 , wherein the isoprenoid starting material is limonene, β-phellandrene, γ-terpinene, terpinolene, or a combination thereof.

20. A fuel composition made by the method of either of any of claims 16 - 19 .

21. 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 the fuel composition of claim 1 or 2 , wherein the amount of the limonane compound is at least about 11 vol. %, the amount of the petroleum-based fuel is at least about 5 vol. %, and the amount of the p-cymene is from about 1 vol. % to about 25 vol. %, all amounts based on the total volume of the fuel composition, and wherein the fuel composition has a flash point equal to or greater than 38° C., and wherein the fuel composition is used to power the internal combustion engine.

22. A method of powering an engine comprising the step of combusting the fuel composition of claim 1 or 2 in the engine.

23. The method of claim 22 , wherein the engine is a jet engine.

24. The fuel composition of claim 1 , wherein the total amount of aromatic compounds in the fuel composition is from about 15% to about 35% by weight or volume, based on the total weight or volume of the fuel composition.

25. The fuel composition of claim 2 , wherein the total amount of aromatic compounds in the fuel composition is from about 15% to about 35% by weight or volume, based on the total weight or volume of the fuel composition.

26. The method of claim 16 , wherein the total amount of aromatic compounds in the fuel composition is from about 15% to about 35% by weight or volume, based on the total weight or volume of the fuel composition.

Assignments (19)
SECURITY INTEREST Recorded May 24, 2024
From: AMYRIS, INC.
To: EUAGORE, LLC
Reel/Frame 067528/0467 →
SECURITY INTEREST Recorded Aug 17, 2023
From: AMYRIS, INC.; AMYRIS CLEAN BEAUTY, INC.; AMYRIS FUELS, LLC; AB TECHNOLOGIES LLC; APRINNOVA, LLC; AMYRIS-OLINKA, LLC; ONDA BEAUTY INC.; UPLAND 1 LLC; AMYRIS ECO-FAB LLC; CLEAN BEAUTY 4U HOLDINGS, LLC; AMYRIS CLEAN BEAUTY LATAM LTDA; INTERFACES INDUSTRIA E COMERCIA DE COSMETICOS LTDA; AMYRIS BIOTECHNOLOGIA DO BRASIL LTDA; AMYRIS EUROPE TRADING B.V. (NETHERLANDS); AMYRIS BIO PRODCUTS PORTUGAL, UNIPESSOAL, LDA; BEAUTY LABS INTERNATIONAL LIMITED; AMYRIS UK TRADING LIMITED
To: EUAGORE, LLC
Reel/Frame 064619/0778 →
SECURITY INTEREST Recorded Aug 3, 2023
From: AMYRIS CLEAN BEAUTY, INC.; AMYRIS FUELS, LLC; AB TECHNOLOGIES LLC; AMYRIS, INC.
To: MUIRISC, LLC
Reel/Frame 064492/0518 →
RELEASE OF SECURITY INTEREST Recorded Feb 14, 2023
From: NAXYRIS S.A.
To: AMYRIS, INC.
Reel/Frame 062760/0753 →
RELEASE OF SECURITY INTEREST Recorded Feb 14, 2023
From: SCHOTTENFELD OPPORTUNITIES FUND II, L.P.
To: AMYRIS, INC.
Reel/Frame 062760/0818 →
SECURITY INTEREST Recorded Oct 18, 2022
From: AMYRIS, INC.
To: FORIS VENTURES, LLC
Reel/Frame 061703/0499 →
GRANT OF PATENT SECURITY INTEREST Recorded Nov 20, 2019
From: AMYRIS, INC.
To: SCHOTTENFELD OPPORTUNITIES FUND II, L.P.
Reel/Frame 051072/0310 →
RELEASE OF SECURITY INTEREST Recorded Aug 28, 2019
From: STEGODON CORPORATION
To: AMYRIS, INC.
Reel/Frame 050206/0606 →
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 →
CHANGE OF NAME Recorded May 24, 2011
From: AMYRIS BIOTECHNOLOGIES, INC.
To: AMYRIS, INC.
Reel/Frame 026329/0271 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: RENNINGER, NEIL STEPHEN; RYDER, JASON A.; FISHER, KARL J.
To: AMYRIS BIOTECHNOLOGIES, INC.
Reel/Frame 020916/0155 →