IP Library Granted Patent US 12,187,966
Granted Patent B2
US 12,187,966 · App. 17/734,172 · Granted Jan 7, 2025

Selective formation of jet and diesel fuels from bio-based C3-C8 olefins via oligomerization with tungstated catalysts

Inventors: Jonathan Smith (Highlands Ranch, CO); Madeline Sjodin (Denver, CO)
Assignee: Gevo, Inc.
C10G50/00C10G3/46C10G3/49C10L1/08C10G2400/08C10L2200/043
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Quick Facts
Patent No.
US 12,187,966
App. No.
17/734,172
Granted
Jan 7, 2025
Kind
B2
Abstract

Disclosed is a process for converting lower linear and branched mono-olefins, derived from C 2 -C 5 bio-based alcohols to higher hydrocarbons, to one or more C 8 -C 24 hydrocarbons. Certain embodiments provide a process for oligomerization of branched and/or linear C 3 -C 8 olefins to renewable diesel fuel and/or jet fuel in overall yields of at least 70% in the presence of tungstated γ-alumina or tungstated silica catalysts admixed with ZSM-5 type zeolites.

Claims (22)

1. A process for oligomerizing one or more C 3 -C 8 linear or branched olefins derived from one or more C 2 -C 5 alcohols to one or more C 8 -C 24 hydrocarbons, the process comprising:

contacting a feed stream with a catalyst at a temperature from about 100° C. to about 400° C., a pressure from about 200 psig to about 600 psig, and a weight hourly space velocity (WHSV) of at least 0.5, the feed stream comprising the one or more C 3 -C 8 linear or branched olefins, wherein the catalyst comprises a tungstated alumina catalyst or a tungstated silica catalyst, each admixed with a zeolite catalyst; and

forming the one or more C 8 -C 24 hydrocarbons, wherein a mass yield of the C 8 -C 24 hydrocarbons is at least 70%.

2. The process of claim 1 , further comprising:

separating the one or more C 8 -C 24 hydrocarbons to produce a renewable jet fuel or a renewable diesel fuel.

3. The process of claim 2 , wherein the separating the one or more C 8 -C 24 hydrocarbons includes distilling the one or more C 8 -C 24 hydrocarbons to produce the renewable jet fuel or the renewable diesel fuel.

4. The process of claim 2 , further comprising:

blending the renewable jet fuel or the renewable diesel fuel.

5. The process of claim 4 , wherein the blending the one or more C 8 -C 24 hydrocarbons includes blending an aromatic compound or a fossil-fuel derived compound with the renewable jet fuel or the renewable diesel fuel.

6. The process of claim 1 wherein the one or more C 3 -C 8 linear or branched olefins is one or more C 3 -C 6 linear or branched olefins.

7. The process of claim 1 , wherein the one or more C 3 -C 8 linear or branched olefins is one or more C 3 -C 5 linear or branched olefins.

8. The process of any claim 1 , wherein the one or more C 3 -C 8 linear or branched olefins is C 4 linear or branched olefins.

9. The process of claim 1 , wherein the one or more C 8 -C 24 hydrocarbons are one or more C 8 -C 20 hydrocarbons.

10. The process of claim 1 , wherein the one or more C 8 -C 24 hydrocarbons are one or more C 8 -C 16 hydrocarbons.

11. The process of claim 1 , wherein the tungstate is present in an amount of about 5 wt. % to about 25 wt. % of the total weight of the catalyst.

12. The process of claim 1 , wherein the alumina catalyst is γ-alumina.

13. The process of claim 1 , wherein the zeolite catalyst is ZSM-5 zeolite catalyst.

14. The process of claim 1 , wherein the catalyst is regenerated via air.

15. A process for oligomerizing one or more C 3 -C 6 linear or branched olefins derived from one or more C 2 -C 5 alcohols to one or more C 8 -C 24 hydrocarbons, the process comprising:

contacting a feed stream with a catalyst at a temperature from about 240° C. to about 360° C., a pressure from about 450 psig to about 500 psig, and a weight hourly space velocity (WHSV) from about 1.95 to about 4, wherein the catalyst comprises a tungstated alumina catalyst or a tungstated silica catalyst, each admixed with a zeolite catalyst, the feed stream comprising the one or more C 3 -C 6 linear or branched olefins, wherein the tungstate is present in an amount of about 15 wt. % of the total weight of the catalyst; and

forming the one or more C 8 -C 24 hydrocarbons, wherein a mass yield of the C 8 -C 24 hydrocarbons is at least 75%.

16. The process of claim 15 , wherein the feed stream further comprises water.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 2, 2022
From: SMITH, JONATHAN; SJODIN, MADELINE
To: GEVO, INC.
Reel/Frame 059777/0728 →
Continuity (3)
Continuation PCTUS2020059163 · Nov 5, 2020
Provisional Application 62932389 · Nov 7, 2019
Related Publication 20220259508A1 · Aug 18, 2022
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