IP Library Granted Patent US 9,790,138
Granted Patent B2
US 9,790,138 · App. 14/831,723 · Granted Oct 17, 2017

Conversion of polyester-containing feedstocks into hydrocarbon products

Inventors: Travis Thompson (Anaheim, CA); Jeremy Forest (Honolulu, HI)
Assignee: Boisynthetic Technologies, LLC
C07C1/2078C07C4/02C07C5/02C07C5/22C10G3/40C10G3/42C10G3/50C10G65/04C10L1/04C07C2521/06C07C2521/18C07C2523/755C07C2523/78C07C2523/883C07C2529/14Y02P30/20
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Quick Facts
Patent No.
US 9,790,138
App. No.
14/831,723
Granted
Oct 17, 2017
Kind
B2
Abstract

Provided herein are methods of processing polyester-containing feedstocks to provide hydrocarbon products. Exemplary feedstocks include those containing estolide compounds, which may be processed under thermal and/or catalytic conditions to provide at least one hydrocarbon product.

Claims (28)

1. A method comprising:

providing a feedstock comprising at least one estolide compound; and converting the at least one estolide compound into at least one hydrocarbon product, wherein the at least one estolide compound is selected from compounds of the following formula:

wherein

x is, independently for each occurrence, an integer selected from 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, and 20;

y is, independently for each occurrence, an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, and 20;

n is an integer selected from 0 to 20;

R 1 is an optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and

R 2 is selected from hydrogen and an optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched;

wherein each fatty acid chain residue of said at least one estolide compound is independently optionally substituted.

2. The method according to claim 1 , wherein converting the at least one estolide compound comprises deoxygenating the at least one estolide compound.

3. The method according to claim 2 , wherein the deoxygenating comprises decarboxylation.

4. The method according to claim 2 , wherein the deoxygenating comprises thermal decarboxylation.

5. The method according to claim 2 , wherein the deoxygenating comprises decarbonylation.

6. The method according to claim 2 , wherein the deoxygenating comprises hydrodeoxygenation.

7. The method according to claim 2 , wherein converting the at least one estolide compound is conducted in the presence of water.

8. The method according to claim 2 , wherein converting the at least one estolide compound is conducted in the presence of hydrogen.

9. The method according to claim 2 , wherein converting the at least one estolide compound comprises contacting said at least one estolide compound with at least one catalyst.

10. The method according to claim 9 , wherein the at least one catalyst comprises a transition metal.

11. The method according claim 2 , wherein converting the at least one estolide compound is conducted at a temperature of at least 100° C.

12. The method according to claim 11 , wherein converting the at least one estolide compound is conducted at a temperature of about 200° C. to about 500° C.

13. The method according to claim 2 , wherein converting the at least one estolide compound is conducted at a pressure greater than 1 atm absolute.

14. The method according to claim 2 , wherein the at least one hydrocarbon product comprises a C 10 to C 20 hydrocarbon.

15. The method according to claim 14 , wherein the at least one hydrocarbon product comprises a C 17 hydrocarbon and/or a C 18 hydrocarbon.

16. The method according to claim 1 , wherein the at least one hydrocarbon product undergoes further processing to provide at least one second hydrocarbon product.

17. The method according to claim 16 , wherein the further processing comprises cracking, hydrogenation and/or isomerization.

18. The method according to claim 17 , wherein the at least one second hydrocarbon product comprises a branched or unbranched C 4 to C 10 hydrocarbon.

19. The method according to claim 1 , wherein the feedstock further comprises at least one additional component.

20. The method according to claim 19 , wherein the at least one additional component comprises one or more of a Group I base oil, a Group II base oil, a Group III base oil, and a polyalphaolefin.

Assignments (6)
ASSIGNMENT OF SECURITY INTEREST Recorded Mar 23, 2018
From: EVONIK OIL ADDITIVES USA, INC.
To: BIOSYN HOLDINGS, LLC
Reel/Frame 045684/0293 →
ASSIGNMENT OF SECURITY INTEREST Recorded Mar 23, 2018
From: BP TECHNOLOGY VENTURES INC.
To: BIOSYN HOLDINGS, LLC
Reel/Frame 045688/0600 →
ASSIGNMENT OF SECURITY INTEREST Recorded Mar 23, 2018
From: EVONIK CORPORATION
To: BIOSYN HOLDINGS, LLC
Reel/Frame 045860/0547 →
SECURITY INTEREST Recorded Jan 30, 2018
From: BIOSYNTHETIC TECHNOLOGIES, LLC
To: BP TECHNOLOGY VENTURES INC.
Reel/Frame 045196/0587 →
SECURITY INTEREST Recorded Mar 18, 2016
From: BIOSYNTHETIC TECHNOLOGIES, LLC
To: EVONIK OIL ADDITIVES USA, INC.
Reel/Frame 038146/0859 →
SECURITY INTEREST Recorded Nov 30, 2015
From: BIOSYNTHETIC TECHNOLOGIES, LLC
To: EVONIK CORPORATION
Reel/Frame 037162/0364 →
Continuity (2)
Provisional Application 62044401 · Sep 1, 2014
Related Publication 20160060186A1 · Mar 3, 2016