Methods, apparatuses, and systems for conversion of bioethanol to renewable jet fuel

Patent metadata

Field	Value
Publication number	US-12351763-B2
Application number	US-202318350386-A
Country	US
Kind code	B2
Filing date	Jul 11, 2023
Priority date	Jul 11, 2023
Publication date	Jul 8, 2025
Grant date	Jul 8, 2025

Abstract

Methods, apparatuses, and systems for the conversion of bioethanol to renewable jet fuel are disclosed. In an example embodiment, a method for converting bioethanol to renewable jet fuel includes providing an olefin process stream comprising olefins to a hydrogenation reaction zone, converting at least a portion of the olefin process stream to a product stream comprising jet-range compatible hydrocarbons, determining, in the hydrogenation reaction zone, an iso-to-normal ratio of a portion of the product stream via one or more online analyzers, in an instance wherein the determined iso-to-normal ratio fails to satisfy a predetermined iso-to-normal threshold ratio, determine at least one additive and an amount of the at least one additive to be added to the product stream, the at least one additive configured to adjust a freeze point of the product stream, and adding the at least one additive to the product stream prior to the product stream exiting the hydrogenation reaction zone.

First claim

What is claimed:

1. A method for converting bioethanol to renewable jet fuel, the method comprising:
hydrogenating, in a hydrogenation reaction zone, at least a portion of an olefin process stream comprising olefins to produce a product stream comprising jet-range compatible hydrocarbons, wherein the olefins are formed from bioethanol;
determining, in the hydrogenation reaction zone, an iso-to-normal ratio of a portion of the product stream via one or more online analyzers;
in an instance wherein the determined iso-to-normal ratio fails to satisfy a predetermined iso-to-normal threshold ratio, determine at least one additive and an amount of the at least one additive to be added to the product stream, the at least one additive configured to adjust a freeze point of the product stream; and
adding the at least one additive to the product stream prior to the product stream exiting the hydrogenation reaction zone.

2. The method according to claim 1 , wherein at least one of the one or more online analyzers is configured to determine the iso-to-normal ratio of the portion of the product stream in real time.

3. The method according to claim 1 , wherein the one or more online analyzers comprise one or more sensors configured to continuously and/or intermittently monitor the iso-to-normal ratio of the product stream.

4. The method according to claim 1 , wherein the one or more online analyzers are configured to communicate with a controller, the controller configured to add the least one additive to the product stream.

5. The method according to claim 1 , wherein the predetermined iso-to-normal threshold ratio is correlated to a freeze point specification dictated by ASTM D7566.

6. The method according to claim 1 , wherein the predetermined iso-to-normal threshold ratio is at least 14:1.

7. The method according to claim 1 , wherein the method further comprises:
providing bioethanol to a dehydration reaction zone; and
dehydrating at least a portion of the bioethanol to produce an ethylene process stream comprising ethylene.

8. The method according to claim 7 , wherein dehydrating at least a portion of the bioethanol is performed in the presence of a dehydration catalyst.

9. The method according to claim 8 , wherein the dehydration catalyst is gamma alumina.

10. The method according to claim 7 , wherein the method further comprises:
providing the ethylene process stream to an oligomerization reaction zone; and
oligomerizing at least a portion of the ethylene process stream to produce the olefin process stream.

11. The method according to claim 10 , the method further comprising:
removing lighter olefins having less than nine carbon atoms from the olefin process stream.

12. The method according to claim 11 , the method further comprising:
recycling the removed lighter olefins back into the oligomerization reaction zone.

13. A system configured to convert bioethanol to renewable jet fuel, the system comprising:
a hydrogenation reaction zone configured to produce a product stream comprising jet-range compatible hydrocarbons;
one or more online analyzers, wherein each online analyzer is configured to determine an iso-to-normal ratio of a portion of the product stream in the hydrogenation reaction zone; and
a controller communicably coupled to the one or more online analyzers, wherein the controller is configured to:
in an instance wherein the determined iso-to-normal ratio fails to satisfy a predetermined iso-to-normal threshold ratio, determine at least one additive and an amount of the at least one additive to be added to the product stream, the at least one additive configured to adjust a freeze point of the product stream, and
add the at least one additive to the product stream prior to the product stream exiting the hydrogenation reaction zone.

14. The system of claim 13 , wherein the predetermined iso-to-normal threshold ratio is at least 14:1.

15. The system of claim 13 , wherein the hydrogenation reaction zone is configured to:
receive an olefin process stream comprising olefins; and
hydrogenate at least a portion of the olefin process stream to produce the product stream comprising jet-range compatible hydrocarbons.

16. The system of claim 15 , wherein the system further comprises a dehydration reaction zone disposed upstream of the hydrogenation reaction zone, the dehydration reaction zone configured to:
receive a starting material stream comprising bioethanol; and
dehydrate, in the presence of a dehydration catalyst, at least a portion of the starting material stream to produce an ethylene process stream comprising ethylene.

17. The system of claim 16 , wherein the system further comprises an oligomerization reaction zone disposed upstream of the hydrogenation reaction zone and downstream of the dehydration reaction zone, the oligomerization reaction zone configured to:
receive the ethylene process stream; and
oligomerize, in the presence of an oligomerization catalyst, at least a portion of the ethylene process stream to produce the olefin process stream.

18. The system of claim 17 , wherein the system is configured to remove at least a portion of lighter olefins from the olefin process stream, the lighter olefins having less than nine carbon atoms.

19. The system of claim 18 , wherein the system is configured to recycle the removed lighter olefins back into the oligomerization reaction zone.

20. The system of claim 13 , wherein the one or more online analyzers each comprise one or more sensors configured to continuously and/or intermittently monitor the iso-to-normal ratio of the product stream.

Assignees

• Honeywell Int Inc

Inventors

• Tope Balkrishna
• Dalal Vikrant Vilasrao

Classifications

• C07C5/03

  of non-aromatic carbon-to-carbon double bonds · CPC title

• C07C5/09

  to carbon-to-carbon double bonds · CPC title

• C07C5/02

  by hydrogenation (simultaneous hydrogenation and dehydrogenation C07C5/52) · CPC title

• C10G50/00

  Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation · CPC title

• C10G2300/1088

  Olefins · CPC title