IP Library Granted Patent US 11,420,912
Granted Patent B2
US 11,420,912 · App. 17/121,336 · Granted Aug 23, 2022

Fuels and methods of making the same

Inventors: Derek Richard Vardon (Lakewood, CO); Xiangchen Huo (Golden, CO); Nabila Huq (Golden, CO); Huong Thi Thanh Nguyen (Arvada, CO)
Assignee: Alliance for Sustainable Energy, LLC
C07C1/22C07C9/15C07C9/16C07C45/41C07C45/68C10L1/04C10L2200/0469C10L2270/04
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Quick Facts
Patent No.
US 11,420,912
App. No.
17/121,336
Granted
Aug 23, 2022
Kind
B2
Abstract

The present disclosure relates to a method that includes a first treating of a first mixture that includes a carboxylic acid having between 2 and 12 carbon atoms, inclusively, to form a second mixture that includes a ketone having between 2 and 25 carbon atoms, inclusively, and a second treating of at least a first portion of the second mixture to form a first product that includes a paraffin having 8 or more carbon atoms.

Claims (31)

1. A method comprising:

reacting a mixture of carboxylic acids to form a first mixture comprising ketones;

separating the first mixture to form a second mixture comprising ketones having eight or more carbon atoms and a third mixture comprising ketones having less than eight carbon atoms; and

a first treating of at least a portion of the second of the second mixture to form a first product comprising a paraffin having 11 carbon atoms, wherein:

the reacting comprises

R 1 comprises between 1 and 11 carbon atoms, inclusively, and

R 2 comprises between 1 and 11 carbon atoms, inclusively.

2. The method of claim 1 , wherein:

the carboxylic acids in the mixture of carboxylic acids have between 2 and 8 carbon atoms, inclusively.

3. The method of claim 1 , wherein the ketones in the first mixture have between 3 and 15 carbon atoms, inclusively.

4. The method of claim 1 , wherein the first treating results in the deoxygenation of at least a portion of the ketones having eight or more carbon atoms to form the paraffin.

5. The method of claim 1 , wherein:

the first product comprises a plurality of paraffins, and

each paraffin has between 8 and 15 carbon atoms, inclusively.

6. The method of claim 5 , wherein the plurality of paraffins comprise normal paraffins.

7. The method of claim 1 , wherein at least a portion of the first mixture is bioderived as determined by ASTM-D6866.

8. The method of claim 1 , further comprising:

a second treating of the third mixture to form a fourth mixture comprising an intermediate, wherein:

the second treating comprises the reaction

resulting in the forming of the intermediate and water,

R 1 comprises between 1 and 6 carbon atoms, inclusively,

R 2 comprises between 1 and 6 carbon atoms, inclusively,

R 3 comprises between 1 and 6 carbon atoms, inclusively,

R 4 comprises between 1 and 6 carbon atoms, inclusively, and

the intermediate has a form comprising at least one of a linear molecule, a branched molecule, or a cyclic molecule.

9. The method of claim 8 , further comprising a third treating of at least a portion of the fourth mixture to form a second product comprising a paraffin having 10 or more carbon atoms.

10. The method of claim 9 , wherein the paraffin of the second product comprises a branched paraffin.

11. The method of claim 9 , wherein the third treating results in the deoxygenation of at least a portion of the intermediate to form the paraffin of the second product.

12. The method of claim 9 , further comprising mixing at least a portion of the first product with at least a portion of the second product to form a blended product.

13. The method of claim 8 , further comprising co-feeding at least a portion of at least one of the second mixture or the fourth mixture with at least one of a fat, an oil, or a grease to a deoxygenation step.

14. The method of claim 13 , wherein the deoxygenation step is performed by at least one of the first treating or the third treating.

Assignments (4)
CHANGE OF NAME Recorded Dec 16, 2025
From: ALLIANCE FOR SUSTAINABLE ENERGY, LLC
To: ALLIANCE FOR ENERGY INNOVATION, LLC
Reel/Frame 073993/0276 →
CONFIRMATORY LICENSE Recorded Mar 8, 2021
From: NATIONAL RENEWABLE ENERGY LABORATORY
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 055521/0613 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 7, 2021
From: NGUYEN, HUONG THI THANH
To: ALLIANCE FOR SUSTAINABLE ENERGY, LLC
Reel/Frame 054849/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 14, 2020
From: VARDON, DEREK RICHARD; HUO, XIANGCHEN; HUQ, NABILA; NGUYEN, HUONG THI THANH
To: ALLIANCE FOR SUSTAINABLE ENERGY, LLC
Reel/Frame 054643/0446 →
Continuity (3)
Provisional Application 62947580 · Dec 13, 2019
Provisional Application 63033331 · Jun 2, 2020
Related Publication 20210188734A1 · Jun 24, 2021
Cited By (2)
US 12,351,768 US 12,454,497