IP Library Granted Patent US 8,562,921
Granted Patent B2
US 8,562,921 · App. 13/422,743 · Granted Oct 22, 2013

Ethyl acetate production

Inventor: Sagar B. Gadewar (Goleta, CA)
Assignee: Greenyug, LLC.
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Quick Facts
Patent No.
US 8,562,921
App. No.
13/422,743
Granted
Oct 22, 2013
Kind
B2
Abstract

A process for the production of high purity ethyl acetate from ethanol is described. The process involves reacting ethanol over a suitable catalyst in a reactive distillation column. The reactive distillation setup allows overcoming the reaction equilibrium for increased conversion of ethanol. Hydrogen is removed as the distillate and ethyl acetate is obtained as a bottoms product from the reactive distillation column. A feed of hydrogen at the bottom of the column and a suitable hydrogenation catalyst placed at the bottom of the column allows for a significant reduction of impurities such as butan-2-one and/or n-butyraldehyde in the ethyl acetate product. Adding side reactors to the reactive distillation column allows additional catalyst holdup for improved reactant conversion.

Claims (44)

1. A reactive distillation system comprising:

a feed stream comprising ethanol;

a reactive distillation column configured to separate hydrogen from ethyl acetate, wherein the reactive distillation column comprises:

a dehydrogenation catalyst disposed within the reactive distillation column,

an ethanol feed configured to pass the feed stream comprising ethanol over at least a portion of the dehydrogenation catalyst to produce ethyl acetate,

an overhead product hydrogen removal passage, and

a bottoms product ethyl acetate removal passage;

a side reactor in fluid communication with the reactive distillation column, wherein the side reactor comprises a second catalyst;

an inlet in fluid communication with the side reactor and the reactive distillation column, and configured to pass a fluid from the reactive distillation column over the second catalyst, and

an outlet in fluid communication with the side reactor and the reactive distillation column, and configured to pass the fluid from an outlet of the side reactor to the reactive distillation column.

2. The reactive distillation system of claim 1 , wherein the inlet is coupled to the reactive distillation column below the outlet.

3. The reactive distillation system of claim 2 , wherein the fluid is a vapor.

4. The reactive distillation system of claim 1 , wherein the inlet is coupled to the reactive distillation column above the outlet.

5. The reactive distillation system of claim 4 , wherein the fluid is a liquid.

6. The reactive distillation system of claim 1 , wherein the second catalyst is the same as the dehydrogenation catalyst.

7. The reactive distillation system of claim 1 , wherein the second catalyst comprises a dehydrogenation catalyst that is different than the dehydrogenation catalyst disposed within the reactive distillation column.

8. The reactive distillation system of claim 1 , wherein the second catalyst comprises a hydrogenation catalyst.

9. The reactive distillation system of claim 1 , wherein the distillation column further comprises a hydrogenation catalyst disposed within the reactive distillation column; and wherein the reactive distillation system further comprises:

a hydrogen feed in fluid communication with the reactive distillation column and configured to pass hydrogen over at least a portion of the hydrogenation catalyst.

10. The reactive distillation system of claim 9 , further comprising:

a second side reactor in fluid communication with the reactive distillation column, wherein the side reactor comprises a third catalyst,

a second inlet in fluid communication with the second side reactor and the reactive distillation column, and configured to pass a second fluid from the reactive distillation column over the third catalyst, and

a second outlet in fluid communication with the second side reactor and the reactive distillation column, and configured to pass the second fluid from an outlet of the second side reactor to the reactive distillation column.

11. The reactive distillation system of claim 10 , wherein the third catalyst comprises a hydrogenation catalyst.

12. The reactive distillation system of claim 10 , wherein the second inlet is coupled to the reactive distillation column below the inlet.

13. A reactive distillation system comprising:

a reactive distillation column comprising:

a dehydrogenation catalyst disposed within the reactive distillation column,

an ethanol feed configured to pass ethanol over at least a portion of the dehydrogenation catalyst to produce ethyl acetate,

an overhead product hydrogen removal passage, and

a bottoms product ethyl acetate removal passage;

a plurality of side reactors in fluid communication with the reactive distillation column,

wherein each side reactor of the plurality of side reactors comprises:

a catalyst,

an inlet in fluid communication with the side reactor and the reactive distillation column, and configured to pass a fluid from the reactive distillation column over the catalyst, and

an outlet in fluid communication with the side reactor and the reactive distillation column, and configured to pass the fluid from an outlet of the side reactor to the reactive distillation column; and

a hydrogenation catalyst, wherein the hydrogenation catalyst is the catalyst in at least one side reactor of the plurality of side reactors or the hydrogenation catalyst is disposed in the reactive distillation column.

14. The reactive distillation system of claim 13 , wherein at least one catalyst in the plurality of side reactors is the same as the dehydrogenation catalyst disposed within the reactive distillation column.

15. The reactive distillation system of claim 13 , wherein at least one catalyst in the plurality of side reactors is different than the dehydrogenation catalyst disposed within the reactive distillation column.

16. The reactive distillation system of claim 13 , wherein at least one catalyst in the plurality of side reactors comprises a hydrogenation catalyst.

17. The reactive distillation system of claim 13 , wherein the plurality of side reactors are configured to provide at least one reaction condition within a first side reactor of the plurality of side reactors that is different than a reaction condition in the dehydrogenation catalyst within the reactive distillation column.

18. The reactive distillation system of claim 13 , wherein a catalyst holdup in at least one side reactor of the plurality of side reactors is greater than a catalyst holdup within the reactive distillation column.

19. The reactive distillation system of claim 13 , wherein the catalyst in at least one side reactor of the plurality of side reactors is configured to convert ethanol to ethyl acetate.

20. The reactive distillation system of claim 13 , wherein the plurality of side reactors are configured to provide reaction conditions in a first side reactor of the plurality of side reactors that are different than reaction conditions in a second side reactor of the plurality of side reactors.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2021
From: GREENYUG, LLC
To: PRAIRIE CATALYTIC, LLC
Reel/Frame 056553/0249 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2021
From: PRAIRIE CATALYTIC, LLC
To: VIRIDIS CHEMICAL, LLC
Reel/Frame 056596/0124 →
SECURITY INTEREST Recorded Jul 13, 2020
From: GREENYUG, LLC
To: SIMMONS BANK
Reel/Frame 053192/0386 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2013
From: GADEWAR, SAGAR B.
To: GREENYUG, LLC
Reel/Frame 029639/0557 →
Continuity (3)
Continuation 12925460 · Oct 20, 2010
Provisional Application 61253349 · Oct 20, 2009
Related Publication 20120178962A1 · Jul 12, 2012