IP Library Granted Patent US 8,026,401
Granted Patent B2
US 8,026,401 · App. 11/961,501 · Granted Sep 27, 2011

Hydrodeoxygenation process

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Quick Facts
Patent No.
US 8,026,401
App. No.
11/961,501
Granted
Sep 27, 2011
Kind
B2
Abstract

A process for producing a hydrocarbon from biomass. A feed stream having free fatty acids, fatty acid esters or combinations thereof is provided. The feed stream is heated in the presence of a first catalyst to produce a partially hydrodeoxygenated stream. The partially hydrodeoxygenated stream is heated in the presence of a second catalyst to produce an effluent stream containing the hydrocarbon.

Claims (23)

1. A process for producing a hydrocarbon from biomass, comprising the steps of:

providing a feed stream containing biomass having free fatty acids, fatty acid esters, or combinations thereof;

heating the feed stream in the presence of a monometallic molybdenum catalyst to produce a partially hydrodeoxygenated stream; and

heating the partially hydrodeoxygenated stream in the presence of a second catalyst to produce an effluent stream containing the hydrocarbon.

2. The process of claim 1 wherein the biomass includes vegetable oils, animal fats, restaurant greases, waste industrial frying oils, tall oil fatty acid, or combinations thereof.

3. The process of claim 1 wherein the second catalyst is bimetallic.

4. The process of claim 3 wherein the bimetal is selected from the group consisting of NiMo, CoMo, and NiW.

5. The process of claim 1 wherein the feed stream is heated to a temperature in a range of about 500° F. to about 650° F.

6. The process of claim 1 wherein the partially hydrodeoxygenated stream is heated to a temperature in a range of about 550° F. to about 700° F.

7. The process of claim 1 further comprising the step of:

isomerizing the hydrocarbon of the effluent stream to provide an isoparaffin.

8. The process of claim 1 wherein the monometallic molybdenum catalyst has low hydrogenation activity.

9. The process of claim 1 wherein the monometallic molybdenum catalyst is supported on a high pore capacity alumina.

10. The process of claim 1 wherein the monometallic molybdenum catalyst removes at least about 50% of the metals and phosphorus in the feed stream.

11. The process of claim 1 wherein the feed stream comprises at least about 5.0 weight % of free fatty acids.

12. A process for hydrodeoxygenation, comprising the steps of:

cracking a triglyceride into at least one fatty alcohol and at least one diester in the presence of a monometallic molybdenum catalyst; and

hydrodeoxygenating the at least one fatty alcohol and the at least one diester into at least one hydrocarbon.

13. The process of claim 12 wherein free fatty acids are converted to fatty alcohols and hydrocarbons in the presence of the monometallic molybdenum catalyst.

14. The process of claim 12 wherein the at least one fatty alcohol and the at least one diester are hydrodeoxygenated in the presence of a high activity catalyst.

15. The process of claim 12 further comprising the step of:

isomerizing the at least one hydrocarbon to at least one isoparaffin.

16. The process of claim 12 wherein the monometallic molybdenum catalyst is a low activity hydrogenation catalyst.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Jul 1, 2022
From: UMB BANK, N.A., AS COLLATERAL TRUSTEE
To: REG SYNTHETIC FUELS, LLC; RENEWABLE ENERGY GROUP, INC.; REG SENECA, LLC; REG BIOFUELS, LLC
Reel/Frame 060562/0428 →
PATENT SECURITY AGREEMENT Recorded Jun 19, 2021
From: REG SYNTHETIC FUELS, LLC
To: UMB BANK, N.A., AS COLLATERAL TRUSTEE
Reel/Frame 056628/0673 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2014
From: SYNTROLEUM CORPORATION
To: REG SYNTHETIC FUELS, LLC
Reel/Frame 033430/0470 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2007
From: ABHARI, RAMIN; HAVLIK, PETER
To: SYNTROLEUM CORPORATION, A DELAWARE CORPORATION
Reel/Frame 020277/0882 →