IP Library Granted Patent US 8,927,784
Granted Patent B2
US 8,927,784 · App. 13/292,914 · Granted Jan 6, 2015

Process to recover alcohol from an ethyl acetate residue stream

Inventors: David Lee (Seabrook, TX); Fred Ronald Olsson (Corpus Christi, TX); Adam Orosco (Houston, TX); Nathan Kirk Powell (Waxahachie, TX); Manuel Salado (Seabrook, TX); Lincoln Sarager (Houston, TX); R. Jay Warner (Houston, TX); Radmila Jevtic (Pasadena, TX); Victor J. Johnston (Houston, TX)
Assignee: Celanese International Corporation
C07C51/12C07C29/149C07C29/80
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,927,784
App. No.
13/292,914
Granted
Jan 6, 2015
Kind
B2
Abstract

Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid using a low energy process. The crude ethanol product is separated in a column to produce a distillate stream comprising acetaldehyde and a residue stream comprising ethanol, acetic acid, ethyl acetate and water. The ethanol product is recovered from the residue stream.

Claims (26)

1. A process for producing ethanol, comprising:

hydrogenating acetic acid and/or an ester thereof in a reactor in the presence of a catalyst to form a crude ethanol product;

separating a portion of the crude ethanol product in a first distillation column to yield a first distillate comprising acetaldehyde and a first residue comprising ethanol, acetic acid, ethyl acetate and water;

separating a portion of the first residue in a second distillation column to yield a second residue comprising acetic acid and water and a second distillate comprising ethanol, and ethyl acetate; and

separating at least a portion of the second distillate to yield a third distillate comprising ethyl acetate and a third residue comprising ethanol.

2. The process of claim 1 , wherein at least 90% of the ethanol in the crude ethanol product is withdrawn into the first residue stream.

3. The process of claim 1 , wherein the first residue comprises more than 50 wppm ethyl acetate.

4. The process of claim 1 , wherein the first distillate comprises less than 1 wt. % ethanol.

5. The process of claim 1 , wherein the first distillate comprises less than 5 wt. % water.

6. The process of claim 1 , further comprising returning at least a portion of the third distillate to the first distillation column.

7. The process of claim 1 , further comprising returning at least a portion of the first distillate to the reactor.

8. The process of claim 1 , wherein the first distillate comprises ethyl acetate.

9. The process of claim 1 , further comprising recovering acetic acid from the second residue and returning at least a portion of the recovered acetic acid to the reactor.

10. The process of claim 1 , further directing at least a portion of the second residue to a waste water treatment facility to feed microorganisms used in the waste water treatment facility.

11. The process of claim 1 , wherein the second residue comprises 0.1 to 10 wt. % acetic acid, the process further comprising the step of neutralizing or reacting the acetic acid from the second residue.

12. The process of claim 1 , wherein the second distillate is substantially free of acetic acid.

13. The process of claim 1 , further comprising removing water from at least a portion of the second distillate using an adsorption unit, membrane, extractive column distillation, molecular sieve, or a combination thereof to yield an ethanol product stream having a lower water content than the at least a portion of the second distillate.

14. The process of claim 13 , wherein the third residue comprises less than 3 wt. % water.

15. The process of claim 1 , wherein at least some of the acetic acid in the first residue is reacted with ethanol to form an ester enriched stream in the first residue or in the second column.

16. The process of claim 1 , wherein the first residue is fed to an esterification reactor comprising an acidic catalyst.

17. The process of claim 1 , wherein the acetic acid is formed from methanol and carbon monoxide, wherein each of the methanol, the carbon monoxide, and hydrogen for the hydrogenating step is derived from syngas, and wherein the syngas is derived from a carbon source selected from the group consisting of natural gas, oil, petroleum, coal, biomass, and combinations thereof.

18. A process for producing ethanol, comprising:

providing a crude ethanol product stream comprising ethanol, acetic acid, ethyl acetate, acetaldehyde, and water;

separating a portion of the crude ethanol product in a first distillation column to yield a first distillate comprising acetaldehyde and a first residue comprising ethanol, acetic acid, ethyl acetate and water;

separating a portion of the first residue in a second distillation column to yield a second residue comprising acetic acid and water and a second distillate comprising ethanol and ethyl acetate; and

separating at least a portion of the second distillate to yield a third distillate comprising ethyl acetate and a third residue comprising ethanol.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 31, 2012
From: LEE, DAVID; OLSSON, FRED RONALD; OROSCO, ADAM; POWELL, NATHAN KIRK; SALADO, MANUEL; SARAGER, LINCOLN; WARNER, R. JAY; JEVTIC, RADMILA; JOHNSTON, VICTOR J.
To: CELANESE INTERNATIONAL CORPORATION
Reel/Frame 027626/0063 →
Continuity (2)
Continuation In Part 13094588 · Apr 26, 2011
Related Publication 20120277490A1 · Nov 1, 2012