Process for producing vinyl acetate

Patent metadata

Field	Value
Publication number	US-9573877-B2
Application number	US-201313975552-A
Country	US
Kind code	B2
Filing date	Aug 26, 2013
Priority date	Sep 6, 2012
Publication date	Feb 21, 2017
Grant date	Feb 21, 2017

Abstract

The present invention relates to a process for forming vinyl acetate. The process comprises the step of providing a reaction mixture having an initial heat capacity. The reaction mixture comprises acetic acid, oxygen, ethylene, and optionally water. The process further comprises the step of adding to the reaction mixture at least one heat capacity modifier to form an increased heat capacity reaction mixture. The process further comprises the step of contacting the acetic acid, oxygen, and ethylene over a catalyst under conditions effective to form a crude vinyl acetate product. The crude vinyl acetate product comprises vinyl acetate and water.

First claim

We claim:

1. A process for forming vinyl acetate, comprising the steps of:
(a) providing a reaction mixture having an initial heat capacity and comprising acetic acid, oxygen, ethylene, and optionally water;
(b) adding to the reaction mixture at least one heat capacity modifier selected from the group consisting of nitrogen, methane, ethane, carbon dioxide, and mixtures thereof to form an increased heat capacity reaction mixture; and
(c) contacting the acetic acid, oxygen, and ethylene over a catalyst under conditions effective to form a crude vinyl acetate product comprising vinyl acetate, water, and from 8 mol % to 25 mol % carbon dioxide.

2. The process of claim 1 , wherein the at least one heat capacity modifier is selected from the group consisting of nitrogen, water, carbon dioxide, ethane, methane, and combinations thereof.

3. The process of claim 1 , wherein the increased heat capacity reaction mixture comprises at least 1 mol % of the at least one heat capacity modifier.

4. The process of claim 1 , wherein the molar ratio of the at least one heat capacity modifier to ethylene in the reaction mixture from step (b) is greater than 0.01:1.

5. The process of claim 1 , wherein the reaction mixture from step (b) comprises at least 1 mol % oxygen.

6. A process for forming vinyl acetate, comprising the steps of:
(a) contacting acetic acid, oxygen, ethylene in the presence of water and over a catalyst under conditions effective to form a crude vinyl acetate product comprising vinyl acetate and water;
(b) forming from the crude vinyl acetate product a derivative stream comprising acetic acid and water and having a composition different from the crude vinyl acetate product
(c) calculating the flammability limit based on water content in the reaction mixture;
(d) adjusting reaction parameters based on the flammability limit,
wherein the water content in the reaction mixture is calculated based on water content of the derivative stream.

7. The process of claim 6 , wherein the derivative stream is a residue of a distillation column.

8. The process of claim 6 , wherein the water content in the derivative stream is measured via an infrared analyzer.

9. The process of claim 8 , wherein the derivative stream is collected in a buffer tank and the measuring is performed downstream of the buffer tank.

10. The process of claim 6 , wherein step (c) comprises:
adjusting the oxygen level in the reaction mixture based on the flammability limit.

11. The process of claim 10 , wherein the adjusting comprises adjusting the reactor temperature to adjust the oxygen level in the reaction mixture.

12. The process of claim 6 , wherein step (a) forms carbon dioxide and wherein the crude vinyl acetate product further comprises from 1 mol % to 75 mol % carbon dioxide.

13. A process for forming vinyl acetate, comprising the step of reacting acetic acid, oxygen, and ethylene in the presence of water and a catalyst under conditions effective to form a crude vinyl acetate product comprising vinyl acetate and from 8 mol % to 25 mol % carbon dioxide, wherein the combined reactants comprise at least 1 mol % of at least one heat capacity modifier selected from the group consisting of nitrogen, methane, ethane, carbon dioxide, and mixtures thereof and from 20 mol % to 70 mol % ethylene.

14. The process of claim 13 , further comprising the step of adding additional water to the combined reactants to form a hydrated reaction mixture.

15. The process of claim 14 , wherein the hydrated reaction mixture comprises at least 0.1 mol % water and less than 85 mol % ethylene.

16. A process for forming vinyl acetate, comprising the steps of:
(a) reacting a reaction mixture comprising acetic acid, oxygen, ethylene, and at least 1 mol % methane in the presence of water and a catalyst under conditions effective to form a crude vinyl acetate product comprising vinyl acetate, wherein the reaction mixture comprises at least 1 mol % oxygen and from 20 mol % to 70 mol % ethylene;
(b) calculating a flammability limit of oxygen based on the amount of water in the reacting step;
(c) forming a derivative stream comprising acetic acid and water and having a composition different from the crude vinyl acetate product from the crude vinyl acetate stream;
(d) measuring the water content in the derivative stream via an infrared analyzer;
(e) calculating the amount of water in the reacting step based on the water content of the derivative stream;
(f) adjusting the reaction temperature to adjust the amount of oxygen in the reaction mixture based on the calculated flammability limit.

Assignees

• Celanese Int Corp

Inventors

• Vismans Pieter
• Aslam Naveed
• Hammock Tony
• Hanks Kevin
• Kotsianis Ilias S
• Pan Tianshu
• Rangel-Osalde Daniel
• Wallace Kelly

Classifications

• C07C67/055 Primary

  in the presence of platinum group metals or their compounds · CPC title

• C07C67/05 Primary

  with oxidation · CPC title

• C07C69/15

  Vinyl acetate · CPC title