IP Library › Granted Patent US 10,173,955
Granted Patent B2
US 10,173,955 · App. 15/686,356 · Granted Jan 8, 2019

Processes for producing an acetic acid product having low butyl acetate content

Inventors: Yaw-Hwa Liu (Missouri City, TX); Mark O. Scates (Houston, TX)
Assignee: CELANESE INTERNATIONAL CORPORATION
C07C51/12C07C51/44
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Quick Facts
Patent No.
US 10,173,955
App. No.
15/686,356
Granted
Jan 8, 2019
Kind
B2
Abstract

A process for producing an acetic acid product having low butyl acetate content via a carbonylation reaction. The carbonylation reaction is carried out at a temperature from 100 to 300° C., a hydrogen partial pressure from 0.3 to 2 atm, and a metal catalyst concentration from 100 to 3000 wppm, based on the weight of the reaction medium. The butyl acetate concentration in the acetic acid product may be controlled by removing acetaldehyde from a stream derived from the reaction medium and/or by adjusting at least one of reaction temperature, hydrogen partial pressure, and metal catalyst concentration.

Claims (17)

1. A process for producing an acetic acid product comprising the steps of carbonylating at least one member selected from the group consisting of methanol, dimethyl ether, and methyl acetate with carbon monoxide in a reactor in the presence of water, a rhodium catalyst, methyl iodide and a halide salt to form a reaction medium, wherein the carbonylating is carried out at a temperature from 150 to 250° C., a hydrogen partial pressure of at least 0.3 atm, and a rhodium catalyst concentration from 100 to 3000 wppm, based on the weight of the reaction medium, removing acetaldehyde from a stream derived from the reaction medium and obtaining the acetic acid product from the reaction medium, wherein the acetic acid product has a butyl acetate concentration from 0.1 to 9 wppm.

2. The process of claim 1 , wherein the butyl acetate concentration in the acetic acid product is from 0.2 to 8 wppm.

3. The process of claim 1 , wherein the hydrogen partial pressure is at least 0.35 atm.

4. The process of claim 1 , wherein the hydrogen partial pressure is from 0.3 to 2 atm.

5. The process of claim 1 , wherein the methanol is introduced into the reactor is a methanol source comprising from 1 to 150 wppm ethanol.

6. The process of claim 1 , wherein the acetic acid product comprises less than 250 wppm propionic acid.

7. The process of claim 1 , wherein removing acetaldehyde from a stream derived from the reaction medium comprises:

(a) separating at least a portion of the reaction medium to provide a vapor overhead stream comprising acetic acid and a less volatile catalyst phase;

(b) distilling at least a portion of the vapor overhead stream to yield a purified acetic acid product and a first overhead stream comprising methyl iodide, water, acetic acid, methyl acetate, and acetaldehyde;

(c) distilling at least a portion of the first overhead stream to form a second overhead stream and a liquid phase residuum, wherein the second overhead stream is enriched with acetaldehyde with respect to the at least a portion of the first overhead stream; and

(d) extracting the second overhead stream with water to obtain an aqueous acetaldehyde stream comprising acetaldehyde and a raffinate comprising methyl iodide.

8. The process of claim 7 , further comprising condensing and biphasically separating the first overhead stream to form a light liquid phase and a heavy liquid phase, wherein the at least a portion of the first overhead stream distilled in step (c) comprises the heavy liquid phase.

9. The process of claim 7 , wherein the second overhead stream comprises dimethyl ether in an amount from 3 to 9 wt. %.

10. The process of claim 1 , wherein obtaining the acetic acid product from the reaction medium further comprises:

(a) separating at least a portion of the reaction medium to provide a vapor overhead stream comprising acetic acid and a less volatile catalyst phase;

(b) distilling the vapor overhead stream to yield a purified acetic acid product and a first overhead stream comprising methyl iodide, water, acetic acid, methyl acetate, and acetaldehyde; and

(c) separating the purified acetic acid product to obtain the acetic acid product.

Continuity (4)
Division 15042588 · Feb 12, 2016
Continuation 14694932 · Apr 23, 2015
Provisional Application 62079991 · Nov 14, 2014
Related Publication 20170349522A1 · Dec 7, 2017