IP Library Granted Patent US 8,373,012
Granted Patent B2
US 8,373,012 · App. 13/103,812 · Granted Feb 12, 2013

Renewable jet fuel blendstock from isobutanol

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Quick Facts
Patent No.
US 8,373,012
App. No.
13/103,812
Granted
Feb 12, 2013
Kind
B2
Abstract

The present invention in its various embodiments is directed to methods for preparing a renewable jet fuel blendstock, and blendstocks prepared by such methods, comprising fermenting a biomass-derived feedstock to form one or more C 2 -C 6 alcohols such as isobutanol, catalytically dehydrate and oligomerize the alcohols to form higher molecular weight olefins (e.g., C 8 -C 16 olefins), hydrogenating at least a portion of the higher molecular weight olefins to form a renewable jet fuel blendstock comprising C 12 and C 16 alkanes which meet or exceed the requirements of ASTM D7566-10a for hydroprocessed synthesized paraffinic kerosene (SPK).

Claims (24)

1. A process for preparing renewable jet fuel blendstock comprising:

(a) treating biomass to form a feedstock;

(b) fermenting the feedstock with one or more species of microorganism, thereby forming isobutanol;

(c) dehydrating at least a portion of the isobutanol obtained in step (b), thereby forming a dehydration product comprising isobutene;

(d) oligomerizing at least a portion of the dehydration product, thereby forming a product comprising one or more C 8 , one or more C 12 , and one or more C 16 unsaturated oligomers; and

(e) hydrogenating at least a portion of the product of step (d) in the presence of hydrogen, thereby forming a renewable jet fuel blendstock comprising one or more C 12 and one or more C 16 saturated alkanes;

(f) adjusting the ratio of C 12 and C 16 saturated alkanes provided by step (e) to form a renewable jet fuel blendstock which meets or exceeds the requirements of ASTM D7566-10a for hydroprocessed synthesized paraffinic kerosene (SPK).

2. The process of claim 1 , wherein said dehydrating is carried out in the presence of a dehydration catalyst, said oligomerizing is carried out in the presence of an oligomerization catalyst, and said hydrogenating is carried out in the presence of a hydrogenation catalyst.

3. The process of claim 2 , wherein each of said dehydrating, oligomerizing, and hydrogenating are carried out in a different reaction zone.

4. The process of claim 2 , wherein two or more of said dehydrating, oligomerizing, and hydrogenating are carried out in the same reaction zone.

5. The process of claim 2 , wherein one or more of the dehydration catalyst, oligomerization catalyst, or hydrogenation catalyst are heterogeneous catalysts.

6. The process of claim 2 , wherein one or more of the dehydration catalyst, oligomerization catalyst, or hydrogenation catalyst are homogeneous catalysts.

7. The process of claim 1 , wherein said dehydrating and/or said oligomerizing are carried out in the presence of an acidic catalyst, wherein the acidic catalyst for dehydrating and the acidic catalyst for oligomerizing is the same or different.

8. The process of claim 7 , wherein said acidic catalyst for dehydrating and said acidic catalyst for oligomerizing are each independently selected from the group consisting of inorganic acids, organic sulfonic acids, heteropolyacids, perfluoroalkyl sulfonic acids, metal salts thereof, mixtures of metal salts, and combinations thereof.

9. The process of claim 8 , wherein said acid catalyst for oligomerizing is Amberlyst-35.

10. The process of claim 1 , wherein said hydrogenating is carried out in the presence of a hydrogenation catalyst selected from the group consisting of iridium, platinum, palladium, rhodium, nickel, ruthenium, rhenium and cobalt; compounds thereof; and combinations thereof.

11. The process of claim 1 , further comprising removing said isobutanol from the feedstock before said dehydrating.

12. The process of claim 11 , wherein said removing comprises carrying out said fermenting in step (b) below atmospheric pressure, whereby aqueous isobutanol vapor is removed.

13. The process of claim 1 , further comprising:

a. separating at least a portion of said product comprising one or more C 12 and one or more C 16 unsaturated oligomers produced in step (d); and

b. combining the separated portion with the dehydration product of step (c) prior to said oligomerization step

c. adjusting the ratio of C 12 and C 16 saturated alkanes provided by step (e) by recycling at least a portion of the C 8 unsaturated oligomers formed in step (d) back to the oligomerization step, thereby increasing the amount of C 16 unsaturated oligomers.

14. A process for preparing a renewable jet fuel comprising combining a renewable jet fuel blendstock prepared according to the method of claim 1 with a conventional jet fuel blendstock, whereby said renewable jet fuel meets or exceeds the requirements of ASTM D7566-10a.

15. The process of claim 14 , further comprising combining said renewable jet fuel blendstock and said conventional jet fuel blendstock with one or more C 10 -C 14 aromatic hydrocarbons.

Assignments (12)
RELEASE OF SECURITY INTEREST Recorded Jan 6, 2021
From: WILMINGTON SAVINGS FUND SOCIETY, FSB
To: GEVO, INC.; GEVO DEVELOPMENT, LLC; AGRI-ENERGY, LLC
Reel/Frame 054912/0709 →
PATENT SECURITY AGREEMENT Recorded Jan 14, 2020
From: GEVO, INC.; GEVO DEVELOPMENT, LLC; AGRI-ENERGY, LLC
To: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS COLLATERAL TRUSTEE
Reel/Frame 051591/0697 →
RELEASE OF SECURITY INTEREST Recorded Jan 13, 2020
From: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS COLLATERAL TRUSTEE
To: GEVO, INC.; AGRI-ENERGY, LLC; GEVO DEVELOPMENT, LLC
Reel/Frame 051497/0560 →
RELEASE OF SECURITY INTEREST Recorded Jun 21, 2017
From: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS COLLATERAL TRUSTEE
To: GEVO, INC.; GEVO DEVELOPMENT, LLC; AGRI-ENERGY, LLC
Reel/Frame 042940/0081 →
PATENT SECURITY AGREEMENT Recorded Jun 21, 2017
From: GEVO, INC.; GEVO DEVELOPMENT, LLC; AGRI-ENERGY, LLC
To: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS COLLATERAL TRUSTEE
Reel/Frame 042940/0103 →
RELEASE OF SECURITY INTEREST Recorded Oct 4, 2016
From: TRIPLEPOINT CAPITAL LLC
To: GEVO, INC.
Reel/Frame 040219/0177 →
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2015
From: WB GEVO, LTD., AS SUCCESSOR IN INTEREST TO WHITEBOX ADVISORS LLC, AS ADMINISTRATIVE AGENT
To: GEVO, INC.; GEVO DEVELOPMENT, LLC; AGRI-ENERGY, LLC
Reel/Frame 034806/0926 →
PATENT SECURITY AGREEMENT Recorded Jun 10, 2014
From: GEVO, INC.; GEVO DEVELOPMENT, LLC; AGRI-ENERGY, LLC
To: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS COLLATERAL TRUSTEE
Reel/Frame 033120/0453 →
AMENDED AND RESTATED PATENT SECURITY AGREEMENT Recorded Jun 6, 2014
From: GEVO, INC.; GEVO DEVELOPMENT, LLC; AGRI-ENERGY, LLC
To: WB GEVO, LTD., AS ADMINISTRATIVE AGENT
Reel/Frame 033101/0302 →
PATENT SECURITY AGREEMENT Recorded May 13, 2014
From: GEVO, INC.; GEVO DEVELOPMENT, LLC; AGRI-ENERGY, LLC
To: WHITEBOX ADVISORS LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 032891/0881 →
SECURITY AGREEMENT Recorded Dec 18, 2013
From: GEVO, INC. (AS GRANTOR)
To: TRIPLEPOINT CAPITAL LLC (AS GRANTEE)
Reel/Frame 031847/0342 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 5, 2011
From: PETERS, MATTHEW W.; TAYLOR, JOSHUA D.
To: GEVO, INC.
Reel/Frame 026707/0684 →